Prilocaine (BioDeep_00000002064)

 

Secondary id: BioDeep_00000398934

human metabolite blood metabolite Chemicals and Drugs Volatile Flavor Compounds


代谢物信息卡片


N-(2-Methylphenyl)-2-(propylamino)propanamide

化学式: C13H20N2O (220.157555)
中文名称: 丙胺卡因
谱图信息: 最多检出来源 Homo sapiens(blood) 58.97%

分子结构信息

SMILES: CCCNC(C)C(=O)NC1=CC=CC=C1C
InChI: InChI=1S/C13H20N2O/c1-4-9-14-11(3)13(16)15-12-8-6-5-7-10(12)2/h5-8,11,14H,4,9H2,1-3H3,(H,15,16)

描述信息

Prilocaine is only found in individuals that have used or taken this drug. It is a local anesthetic that is similar pharmacologically to lidocaine. Currently, it is used most often for infiltration anesthesia in dentistry. (From AMA Drug Evaluations Annual, 1992, p165)Prilocaine acts on sodium channels on the neuronal cell membrane, limiting the spread of seizure activity and reducing seizure propagation. The antiarrhythmic actions are mediated through effects on sodium channels in Purkinje fibers.
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D000777 - Anesthetics
N - Nervous system > N01 - Anesthetics > N01B - Anesthetics, local > N01BB - Amides
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
C78272 - Agent Affecting Nervous System > C245 - Anesthetic Agent
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3141

同义名列表

28 个代谢物同义名

N-(2-Methylphenyl)-2-(propylamino)propanamide; AstraZeneca brand OF prilocaine hydrochloride; alpha-N-Propylamino-2-methylpropionanilide; Parnell brand OF prilocaine hydrochloride; 2-Methyl-alpha-propylaminopropionanilide; O-Methyl-alpha-propylaminopropionanilide; Inibsa brand OF prilocaine hydrochloride; Delvet brand OF prilocaine hydrochloride; Astra brand OF prilocaine hydrochloride; a-N-Propylamino-2-methylpropionanilide; Α-N-propylamino-2-methylpropionanilide; O-Methyl-α-propylaminopropionanilide; 2-Methyl-α-propylaminopropionanilide; 2-Methyl-a-propylaminopropionanilide; O-Methyl-a-propylaminopropionanilide; O-Methyl-2-propylaminopropionanilide; 2-(Propylamino)-O-propionotoluidide; Prilocaine hydrochloride; Citanest octapressin; Prilocaine base; Propitocaine; Prilocainum; Prilocaina; prilocaine; Xylonest; Citanest; Prilocaine; Prilocaine



数据库引用编号

24 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。



文献列表

  • Kathleen McMahon, Jared Paster, Keith A Baker. Local anesthetic systemic toxicity in the pediatric patient. The American journal of emergency medicine. 2022 Apr; 54(?):325.e3-325.e6. doi: 10.1016/j.ajem.2021.10.021. [PMID: 34742600]
  • Mahmut Gok, Yasemin Gul Aydemir. Methaemoglobinaemia in pregnancy with chronic kidney disease an uncommon case: A case report. JPMA. The Journal of the Pakistan Medical Association. 2022 Feb; 72(2):363-365. doi: 10.47391/jpma.3072. [PMID: 35320195]
  • Priscila Cordeiro Lima Fernandes, Ludmilla David de Moura, Fernando Freitas de Lima, Gustavo Henrique Rodrigues da Silva, Roosevelt Isaias Carvalho Souza, Eneida de Paula. Lipid nanocapsules loaded with prilocaine and lidocaine and incorporated in gel for topical application. International journal of pharmaceutics. 2021 Jun; 602(?):120675. doi: 10.1016/j.ijpharm.2021.120675. [PMID: 33961954]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Emmanuel Guntz, Andrea Carini, Stephan Koslitz, Thomas Brüning, Panayota Kapessidou, Tobias Weiss. Quantification of systemic o-toluidine after intrathecal administration of hyperbaric prilocaine in humans: a prospective cohort study. Archives of toxicology. 2021 03; 95(3):925-934. doi: 10.1007/s00204-021-02973-w. [PMID: 33475793]
  • Avi Weissberg, Eyal Drug, Hagit Prihed, Moran Madmon, Tamar Shamai Yamin. Structural elucidation of amino amide-type local anesthetic drugs and their main metabolites in urine by LC-MS after derivatization and its application for differentiation between positional isomers of prilocaine. Journal of mass spectrometry : JMS. 2020 Oct; 55(10):e4654. doi: 10.1002/jms.4654. [PMID: 32970370]
  • Sirjhun Patel, Mohith Shamdas, Caroline Cobb. Plasma fibroblast skin tightening treatment resulting in bilateral chemical eye injury secondary to EMLA cream: a case report. BMC ophthalmology. 2020 Aug; 20(1):342. doi: 10.1186/s12886-020-01613-8. [PMID: 32831067]
  • Loubna Kortobi, Hajar Belymam, Naoufal Mtioui Chkairi, Mohamed Zamd, Ghislaine Medkouri, Mohammed Benghanem Gharbi, Benyounes Ramdani, Selma Siham El Khayat. Management of pain at arteriovenous fistula puncture: Cryotherapy versus lidocaine/prilocaine. Saudi journal of kidney diseases and transplantation : an official publication of the Saudi Center for Organ Transplantation, Saudi Arabia. 2020 May; 31(3):597-603. doi: 10.4103/1319-2442.289446. [PMID: 32655046]
  • Ahmet Murt, Mevlut Tamer Dincer, Cebrail Karaca, Nurhan Seyahi. Temporary bilateral vision loss following cuffed catheter placement with prilocaine anesthesia. The journal of vascular access. 2020 Jan; 21(1):128-129. doi: 10.1177/1129729819867825. [PMID: 31416387]
  • Hanieh Karimiyan, Abdusalam Uheida, Mohammadreza Hadjmohammadi, Mohammad Mahdi Moein, Mohamed Abdel-Rehim. Polyacrylonitrile / graphene oxide nanofibers for packed sorbent microextraction of drugs and their metabolites from human plasma samples. Talanta. 2019 Aug; 201(?):474-479. doi: 10.1016/j.talanta.2019.04.027. [PMID: 31122453]
  • Mazaher Ahmadi, Mohammad Mahdi Moein, Tayyebeh Madrakian, Abbas Afkhami, Soleiman Bahar, Mohamed Abdel-Rehim. Reduced graphene oxide as an efficient sorbent in microextraction by packed sorbent: Determination of local anesthetics in human plasma and saliva samples utilizing liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2018 Sep; 1095(?):177-182. doi: 10.1016/j.jchromb.2018.07.036. [PMID: 30077098]
  • Peijun You, Ran Yuan, Chuanyu Chen. Design and evaluation of lidocaine- and prilocaine-coloaded nanoparticulate drug delivery systems for topical anesthetic analgesic therapy: a comparison between solid lipid nanoparticles and nanostructured lipid carriers. Drug design, development and therapy. 2017; 11(?):2743-2752. doi: 10.2147/dddt.s141031. [PMID: 29075099]
  • Ala Al-Musawi, Kamal Matar, Samuel Kombian, Lars Andersson. Blood concentration of prilocaine and lidocaine after the use of topical anesthesia (Oraqix® ) in lacerated wounds. Dental traumatology : official publication of International Association for Dental Traumatology. 2016 Dec; 32(6):502-506. doi: 10.1111/edt.12294. [PMID: 27397548]
  • Lígia N M Ribeiro, Michelle Franz-Montan, Márcia C Breitkreitz, Ana C S Alcântara, Simone R Castro, Viviane A Guilherme, Raquel M Barbosa, Eneida de Paula. Nanostructured lipid carriers as robust systems for topical lidocaine-prilocaine release in dentistry. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2016 Oct; 93(?):192-202. doi: 10.1016/j.ejps.2016.08.030. [PMID: 27543066]
  • Andreas Koköfer, Jürgen Nawratil, Thomas K Felder, Ottokar Stundner, Nina Mader, Peter Gerner. Ropivacaine 0.375\% vs. 0.75\% with prilocaine for intermediate cervical plexus block for carotid endarterectomy: A randomised trial. European journal of anaesthesiology. 2015 Nov; 32(11):781-9. doi: 10.1097/eja.0000000000000243. [PMID: 25782662]
  • I Effendy, A Gelber, P Lehmann, G Huledal, S Lillieborg. Plasma concentrations and analgesic efficacy of lidocaine and prilocaine in leg ulcer-related pain during daily application of lidocaine-prilocaine cream (EMLA™) for 10 days. The British journal of dermatology. 2015 Jul; 173(1):259-61. doi: 10.1111/bjd.13605. [PMID: 25494699]
  • Thiago Gagliano-Jucá, Maísa R Castelli, Gustavo D Mendes, André M M Arruda, Lu Shi Chen, Marco A de Oliveira, Sérgio F Costa, Anibal Gil Lopes, Wanderley de Souza, Gilberto De Nucci. Pharmacokinetic and pharmacodynamic evaluation of a nanotechnological topical formulation of lidocaine/prilocaine (nanorap) in healthy volunteers. Therapeutic drug monitoring. 2015 Jun; 37(3):362-8. doi: 10.1097/ftd.0000000000000156. [PMID: 25525759]
  • Anh N Tran, John Y Koo. Risk of systemic toxicity with topical lidocaine/prilocaine: a review. Journal of drugs in dermatology : JDD. 2014 Sep; 13(9):1118-22. doi: . [PMID: 25226014]
  • Iciar Arteagoitia, Mercedes Zumarraga, Ricardo Dávila, Luis Barbier, Gorka Santamaría, Joseba Santamaria. Plasma variations in stress markers: clinical trial of two anesthetics used in regional block in the extraction of impacted inferior third molars. Medicina oral, patologia oral y cirugia bucal. 2014 May; 19(3):e274-9. doi: 10.4317/medoral.19362. [PMID: 24316704]
  • Chantal Berna, Christophe Luthy, Caroline F Samer, Hervé Spechbach, Sophie Pautex, Valérie Piguet. [Efficient treatment of breakthrough pain in adults: the importance of timing and medication choice]. Revue medicale suisse. 2013 Jun; 9(392):1360, 1362-5. doi: NULL. [PMID: 23882913]
  • D A Vagts, C H Bley, C W Mutz. [Use of 2 \% hyperbaric prilocaine for spinal anesthesia : sensitivity analysis in outpatient surgery]. Der Anaesthesist. 2013 Apr; 62(4):271-7. doi: 10.1007/s00101-013-2159-9. [PMID: 23535895]
  • Zoran Bjelanović, Ivan Leković, Miroljub Drasković, Aleksandar Tomić, Milić Veljović, Dusica Stamenković, Nebojsa Stanković. Ambulatory phlebectomy under tumescent local anesthesia in a kidney-transplant patient. Vojnosanitetski pregled. 2013 Apr; 70(4):417-9. doi: 10.2298/vsp1304417b. [PMID: 23700949]
  • Svetlana Stockmann, Ellen Spies, Hartmut Gehring, Anne Klose, Wilfried Schmeller, Michael Seyfarth, Leif Dibbelt. Evaluation and application of a high performance liquid chromatographic method for prilocaine analysis in human plasma. Clinical laboratory. 2013; 59(1-2):127-32. doi: 10.7754/clin.lab.2013.120209. [PMID: 23505917]
  • Alaa Al-Musawi, Kamal Matar, Samuel B Kombian, Lars Andersson. A pharmacokinetic study of a topical anesthetic (EMLA® ) in mouse soft tissue laceration. Dental traumatology : official publication of International Association for Dental Traumatology. 2012 Dec; 28(6):483-7. doi: 10.1111/j.1600-9657.2012.01172.x. [PMID: 22812663]
  • C Delplace, F Kreye, D Klose, F Danède, M Descamps, J Siepmann, F Siepmann. Impact of the experimental conditions on drug release from parenteral depot systems: From negligible to significant. International journal of pharmaceutics. 2012 Aug; 432(1-2):11-22. doi: 10.1016/j.ijpharm.2012.04.053. [PMID: 22569229]
  • Ertuğrul Akşahin, Dağhan Doğruyol, Halil Yalçın Yüksel, Onur Hapa, Ozgür Doğan, Levent Celebi, Ali Biçimoğlu. The comparison of the effect of corticosteroids and platelet-rich plasma (PRP) for the treatment of plantar fasciitis. Archives of orthopaedic and trauma surgery. 2012 Jun; 132(6):781-5. doi: 10.1007/s00402-012-1488-5. [PMID: 22399039]
  • Georgette Oni, Spencer Brown, Jeffrey Kenkel. Comparison of five commonly-available, lidocaine-containing topical anesthetics and their effect on serum levels of lidocaine and its metabolite monoethylglycinexylidide (MEGX). Aesthetic surgery journal. 2012 May; 32(4):495-503. doi: 10.1177/1090820x12442672. [PMID: 22452841]
  • Aktepe Esra Keskin, Yuksel Onaran, Iltemur Candan Duvan, Serap Simavli, Hasan Kafali. Topical anesthetic (lidocaine-prilocaine) cream application before speculum examination in postmenopausal women. Journal of minimally invasive gynecology. 2012 May; 19(3):350-5. doi: 10.1016/j.jmig.2012.01.005. [PMID: 22417905]
  • Stephanie C J Keating, Aurelie A Thomas, Paul A Flecknell, Matthew C Leach. Evaluation of EMLA cream for preventing pain during tattooing of rabbits: changes in physiological, behavioural and facial expression responses. PloS one. 2012; 7(9):e44437. doi: 10.1371/journal.pone.0044437. [PMID: 22970216]
  • Sarah Ciechanowicz, Vinod Patil. Lipid emulsion for local anesthetic systemic toxicity. Anesthesiology research and practice. 2012; 2012(?):131784. doi: 10.1155/2012/131784. [PMID: 21969824]
  • Le-Qian Hu, Chun-Ling Yin, Ya-Hui Du, Zhi-Peng Zeng. Simultaneous and Direct Determination of Vancomycin and Cephalexin in Human Plasma by Using HPLC-DAD Coupled with Second-Order Calibration Algorithms. Journal of analytical methods in chemistry. 2012; 2012(?):256963. doi: 10.1155/2012/256963. [PMID: 22577613]
  • T Hillermann, A Dullenkopf, W Joechle, J Traber. Tumescent anaesthesia in combination with femoral nerve block for surgery of varicose veins: prilocaine 0.1\% versus 0.2\%. Phlebology. 2011 Oct; 26(7):292-7. doi: 10.1258/phleb.2010.010038. [PMID: 21810938]
  • Santosh Kumar, Sunil Kumar, Raguram Ganesamoni, Arup K Mandal, Seema Prasad, Shrawan K Singh. Dimethyl sulfoxide with lignocaine versus eutectic mixture of local anesthetics: prospective randomized study to compare the efficacy of cutaneous anesthesia in shock wave lithotripsy. Urological research. 2011 Jun; 39(3):181-3. doi: 10.1007/s00240-010-0324-z. [PMID: 20963406]
  • Dean Dessem, Richard M Lovering. Repeated muscle injury as a presumptive trigger for chronic masticatory muscle pain. Pain research and treatment. 2011; 2011(?):647967. doi: 10.1155/2011/647967. [PMID: 22110928]
  • Liliana L Jorge, Caroline C Feres, Vitor Ep Teles. Topical preparations for pain relief: efficacy and patient adherence. Journal of pain research. 2010 Dec; 4(?):11-24. doi: 10.2147/jpr.s9492. [PMID: 21386951]
  • M D Schmittner, J Faulhaber, B Kemler, W Koenen, J O Thumfart, C Weiss, M Neumaier, G C Beck. Influence of high dose tumescent local anaesthesia with prilocaine on systemic interleukin (IL)-6, IL-8 and tumour necrosis factor-α. Journal of the European Academy of Dermatology and Venereology : JEADV. 2010 Dec; 24(12):1400-5. doi: 10.1111/j.1468-3083.2010.03653.x. [PMID: 20384691]
  • Hyun-Sik Kim, Kwang Rae Cho, Jeong Han Lee, Young Hwan Kim, Se Hun Lim, Kun Moo Lee, Soon Ho Cheong, Young Jae Kim, Chee-Mahn Shin, Jin-Young Lee. Prevention of pain during injection of microemulsion propofol: application of lidocaine mixture and the optimal dose of lidocaine. Korean journal of anesthesiology. 2010 Nov; 59(5):310-3. doi: 10.4097/kjae.2010.59.5.310. [PMID: 21179291]
  • Paul A Moore, Elliot V Hersh. Local anesthetics: pharmacology and toxicity. Dental clinics of North America. 2010 Oct; 54(4):587-99. doi: 10.1016/j.cden.2010.06.015. [PMID: 20831923]
  • Hironori Tsuchiya, Takahiro Ueno, Maki Mizogami, Ko Takakura. Do local anesthetics interact preferentially with membrane lipid rafts? Comparative interactivities with raft-like membranes. Journal of anesthesia. 2010 Aug; 24(4):639-42. doi: 10.1007/s00540-010-0943-0. [PMID: 20414686]
  • Mónica Pickholz, Giovanni Giupponi. Coarse grained simulations of local anesthetics encapsulated into a liposome. The journal of physical chemistry. B. 2010 May; 114(20):7009-15. doi: 10.1021/jp909148n. [PMID: 20429599]
  • Jana Lokajová, Jaana Laine, Esa Puukilainen, Mikko Ritala, Juha M Holopainen, Susanne K Wiedmer. Liposomes for entrapping local anesthetics: a liposome electrokinetic chromatographic study. Electrophoresis. 2010 May; 31(9):1540-9. doi: 10.1002/elps.200900562. [PMID: 20358540]
  • Jaana Laine, Jana Lokajová, Jevgeni Parshintsev, Juha M Holopainen, Susanne K Wiedmer. Interaction of a commercial lipid dispersion and local anesthetics in human plasma: implications for drug trapping by 'lipid-sinks'. Analytical and bioanalytical chemistry. 2010 Apr; 396(7):2599-607. doi: 10.1007/s00216-009-3435-z. [PMID: 20140667]
  • Hironori Tsuchiya, Takahiro Ueno, Maki Mizogami, Ko Takakura. Local anesthetics structure-dependently interact with anionic phospholipid membranes to modify the fluidity. Chemico-biological interactions. 2010 Jan; 183(1):19-24. doi: 10.1016/j.cbi.2009.10.006. [PMID: 19853592]
  • G Huschak, H Rüffert, M Wehner, M H Taubert, R Preiss, C-D Meinecke, U X Kaisers, R Regenthal. Pharmacokinetics and clinical toxicity of prilocaine and ropivacaine following combined drug administration in brachial plexus anesthesia. International journal of clinical pharmacology and therapeutics. 2009 Dec; 47(12):733-43. doi: NULL. [PMID: 19954712]
  • J G Meechan. Aspirations and solutions--a 20 year journey through dental local anaesthetics. The surgeon : journal of the Royal Colleges of Surgeons of Edinburgh and Ireland. 2009 Dec; 7(6):358-61. doi: 10.1016/s1479-666x(09)80110-8. [PMID: 20681379]
  • Xiaofan Sui, Jin Sun, Haiyan Li, Yongjun Wang, Jianfang Liu, Xiaohong Liu, Wenping Zhang, Lijiang Chen, Zhonggui He. Prediction of volume of distribution values in human using immobilized artificial membrane partitioning coefficients, the fraction of compound ionized and plasma protein binding data. European journal of medicinal chemistry. 2009 Nov; 44(11):4455-60. doi: 10.1016/j.ejmech.2009.06.004. [PMID: 19586686]
  • Richard K Yoon, Steven Chussid. Topical anesthesia for rubber dam clamp placement in sealant placement: comparison of lidocaine/prilocaine gel and benzocaine. Pediatric dentistry. 2009 Sep; 31(5):377-81. doi: NULL. [PMID: 19947131]
  • Jaana Muhonen, Juha M Holopainen, Susanne K Wiedmer. Interactions between local anesthetics and lipid dispersions studied with liposome electrokinetic capillary chromatography. Journal of chromatography. A. 2009 Apr; 1216(15):3392-7. doi: 10.1016/j.chroma.2009.02.028. [PMID: 19251262]
  • Luís F Cabeça, Mónica Pickholz, Eneida de Paula, Anita J Marsaioli. Liposome-prilocaine interaction mapping evaluated through STD NMR and molecular dynamics simulations. The journal of physical chemistry. B. 2009 Feb; 113(8):2365-70. doi: 10.1021/jp8069496. [PMID: 19183018]
  • Bilal Eryildirim, Uğur Kuyumcuoğlu, Fatih Tarhan, Gökhan Faydaci, Fatih Uruç. Comparison of three analgesic treatment protocols for pain management during extracorporeal shock wave lithotripsy. Urologia internationalis. 2009; 82(3):276-9. doi: 10.1159/000209357. [PMID: 19440013]
  • R Scott Obach, Franco Lombardo, Nigel J Waters. Trend analysis of a database of intravenous pharmacokinetic parameters in humans for 670 drug compounds. Drug metabolism and disposition: the biological fate of chemicals. 2008 Jul; 36(7):1385-405. doi: 10.1124/dmd.108.020479. [PMID: 18426954]
  • Anil A Thomas, Carvell T Nguyen, Nivedita B Dhar, Edmund S Sabanegh, J Stephen Jones. Topical anesthesia with EMLA does not decrease pain during vasectomy. The Journal of urology. 2008 Jul; 180(1):271-3. doi: 10.1016/j.juro.2008.03.061. [PMID: 18499175]
  • Hale Berksun, Elif A Akpek, Gülnaz Arslan. Methemoglobin levels during epidural anesthesia for renal transplantation--comparison of prilocaine with bupivacaine. Middle East journal of anaesthesiology. 2008 Jun; 19(5):997-1011. doi: NULL. [PMID: 18637601]
  • Erdal Yilmaz, Ertan Batislam, Devrim Tuglu, Ercan Yuvanc. Local anesthesia with 20-mL prilocaine infiltration: the ultimate point for analgesia during shockwave lithotripsy?. Journal of endourology. 2008 May; 22(5):883-7. doi: 10.1089/end.2007.0307. [PMID: 18393643]
  • Rainer J Litz, Thomas Roessel, Axel R Heller, Sebastian N Stehr. Reversal of central nervous system and cardiac toxicity after local anesthetic intoxication by lipid emulsion injection. Anesthesia and analgesia. 2008 May; 106(5):1575-7, table of contents. doi: 10.1213/ane.0b013e3181683dd7. [PMID: 18420880]
  • Takahiro Ueno, Hironori Tsuchiya, Maki Mizogami, Ko Takakura. Local anesthetic failure associated with inflammation: verification of the acidosis mechanism and the hypothetic participation of inflammatory peroxynitrite. Journal of inflammation research. 2008; 1(?):41-8. doi: 10.2147/jir.s3982. [PMID: 22096346]
  • Amanda Waller, Michael I Lindinger. The effect of oral sodium acetate administration on plasma acetate concentration and acid-base state in horses. Acta veterinaria Scandinavica. 2007 Dec; 49(?):38. doi: 10.1186/1751-0147-49-38. [PMID: 18096070]
  • Yoav Nahum, Ariel Tenenbaum, Wexler Isaiah, Floris Levy-Khademi. Effect of eutectic mixture of local anesthetics (EMLA) for pain relief during suprapubic aspiration in young infants: a randomized, controlled trial. The Clinical journal of pain. 2007 Nov; 23(9):756-9. doi: 10.1097/ajp.0b013e318153497c. [PMID: 18075401]
  • Yucel Kadioglu, Alptug Atila. Development and validation of gas chromatography-mass spectroscopy method for determination of prilocaine HCl in human plasma using internal standard methodology. Biomedical chromatography : BMC. 2007 Oct; 21(10):1077-82. doi: 10.1002/bmc.857. [PMID: 17583875]
  • H Tsuchiya, M Mizogami, T Ueno, K Takakura. Interaction of local anaesthetics with lipid membranes under inflammatory acidic conditions. Inflammopharmacology. 2007 Aug; 15(4):164-70. doi: 10.1007/s10787-007-1601-5. [PMID: 17701019]
  • K Rudlof, H Rüffert, M Wehner, T Wetzig, K Eichhorn, D Olthoff. [Tumescent anaesthesia for dermatological surgery. Plasma concentrations of lidocaine and prilocaine]. Der Anaesthesist. 2007 Aug; 56(8):785-9. doi: 10.1007/s00101-007-1169-x. [PMID: 17370052]
  • R M Brand, J L Jendrzejewski, Anna R Charron. Potential mechanisms by which a single drink of alcohol can increase transdermal absorption of topically applied chemicals. Toxicology. 2007 Jun; 235(3):141-9. doi: 10.1016/j.tox.2007.03.008. [PMID: 17467136]
  • Eran Kozer, Ehud Rosenbloom, Dorit Goldman, Gila Lavy, Noa Rosenfeld, Michael Goldman. Pain in infants who are younger than 2 months during suprapubic aspiration and transurethral bladder catheterization: a randomized, controlled study. Pediatrics. 2006 Jul; 118(1):e51-6. doi: 10.1542/peds.2005-2326. [PMID: 16818537]
  • Erdal Yilmaz, Ertan Batislam, Murad Basar, Devrim Tuglu, Ercan Yuvanc. Can prilocaine infiltration alone be the most minimally invasive approach in terms of anesthesia during extracorporeal shock wave lithotripsy?. Urology. 2006 Jul; 68(1):24-7. doi: 10.1016/j.urology.2006.01.047. [PMID: 16806420]
  • Lars Söderberg, Henrik Dyhre, Bodil Roth, Sven Björkman. The 'inverted cup' -- a novel in vitro release technique for drugs in lipid formulations. Journal of controlled release : official journal of the Controlled Release Society. 2006 Jun; 113(1):80-8. doi: 10.1016/j.jconrel.2006.03.015. [PMID: 16697069]
  • M D Sabatino, M Borrelli, P Cautiero, M Romano, P Parmeggiani, A Marte. [Painful defecation and chronic functional constipation in children: Diagnosis and treatment]. Minerva pediatrica. 2006 Jun; 58(3):299-304. doi: NULL. [PMID: 16832336]
  • T T Niemi, P J Neuvonen, P H Rosenberg. Comparison of ropivacaine 2 mg ml(-1) and prilocaine 5 mg ml(-1) for i.v. regional anaesthesia in outpatient surgery. British journal of anaesthesia. 2006 May; 96(5):640-4. doi: 10.1093/bja/ael066. [PMID: 16547088]
  • Lars Söderberg, Henrik Dyhre, Bodil Roth, Sven Björkman. Ultralong peripheral nerve block by lidocaine:prilocaine 1:1 mixture in a lipid depot formulation: comparison of in vitro, in vivo, and effect kinetics. Anesthesiology. 2006 Jan; 104(1):110-21. doi: 10.1097/00000542-200601000-00017. [PMID: 16394697]
  • A Koehler, R Oertel, W Kirch. Simultaneous determination of bupivacaine, mepivacain, prilocaine and ropivacain in human serum by liquid chromatography-tandem mass spectrometry. Journal of chromatography. A. 2005 Sep; 1088(1-2):126-30. doi: 10.1016/j.chroma.2005.03.071. [PMID: 16130740]
  • Erdal Yilmaz, Ertan Batislam, M Murad Basar, Devrim Tuglu, Saziye Ozcan, Halil Basar. Effectiveness of eutectic mixture of local anesthetic cream and occlusive dressing with low dosage of fentanyl for pain control during shockwave lithotripsy. Journal of endourology. 2005 Jun; 19(5):589-94. doi: 10.1089/end.2005.19.589. [PMID: 15989452]
  • N Lindenblatt, L Belusa, B Tiefenbach, W Schareck, R R Olbrisch. Prilocaine plasma levels and methemoglobinemia in patients undergoing tumescent liposuction involving less than 2,000 ml. Aesthetic plastic surgery. 2004 Nov; 28(6):435-40. doi: 10.1007/s00266-004-0009-5. [PMID: 15870963]
  • A Saita, A Bonaccorsi, M Aquilino, F Guzzardi, A Lazzara, M Motta. ESWL: Comparing two analgesic techniques. Our experience. Urologia internationalis. 2004; 72 Suppl 1(?):46-7. doi: 10.1159/000076592. [PMID: 15133334]
  • Britt-Marie Herdevall, Björn Klinge, Lena Persson, Gunilla Huledal, Mohamed Abdel-Rehim. Plasma levels of lidocaine, o-toluidine, and prilocaine after application of 8.5 g Oraqix in patients with generalized periodontitis: effect on blood methemoglobin and tolerability. Acta odontologica Scandinavica. 2003 Aug; 61(4):230-4. doi: 10.1080/00016350310004106. [PMID: 14582591]
  • Kazuyoshi Hirota, Darren Smart, David G Lambert. The effects of local and intravenous anesthetics on recombinant rat VR1 vanilloid receptors. Anesthesia and analgesia. 2003 Jun; 96(6):1656-1660. doi: 10.1213/01.ane.0000061580.89627.91. [PMID: 12760991]
  • Il Yun, Eun-Soo Cho, Hye-Ock Jang, Uk-Kyu Kim, Chang-Hwa Choi, In-Kyo Chung, Inn-Se Kim, W Gibson Wood. Amphiphilic effects of local anesthetics on rotational mobility in neuronal and model membranes. Biochimica et biophysica acta. 2002 Aug; 1564(1):123-32. doi: 10.1016/s0005-2736(02)00409-1. [PMID: 12101004]
  • Lawrence F Eichenfield, Ann Funk, Sheila Fallon-Friedlander, Bari B Cunningham. A clinical study to evaluate the efficacy of ELA-Max (4\% liposomal lidocaine) as compared with eutectic mixture of local anesthetics cream for pain reduction of venipuncture in children. Pediatrics. 2002 Jun; 109(6):1093-9. doi: 10.1542/peds.109.6.1093. [PMID: 12042548]
  • T Grobosch, U Lemm-Ahlers. Immunoassay screening of lysergic acid diethylamide (LSD) and its confirmation by HPLC and fluorescence detection following LSD ImmunElute extraction. Journal of analytical toxicology. 2002 Apr; 26(3):181-6. doi: 10.1093/jat/26.3.181. [PMID: 11991536]
  • B Beck-Schimmer, T Pasch. [Tumescent technique for local anesthesia]. Anasthesiologie, Intensivmedizin, Notfallmedizin, Schmerztherapie : AINS. 2002 Feb; 37(2):84-8. doi: 10.1055/s-2002-20394. [PMID: 11865385]
  • Joel B Gunter. Benefit and risks of local anesthetics in infants and children. Paediatric drugs. 2002; 4(10):649-72. doi: 10.2165/00128072-200204100-00003. [PMID: 12269841]
  • B Stymne, S Lillieborg. Plasma concentrations of lignocaine and prilocaine after a 24-h application of analgesic cream (EMLA) to leg ulcers. The British journal of dermatology. 2001 Oct; 145(4):530-4. doi: 10.1046/j.1365-2133.2001.04408.x. [PMID: 11703277]
  • S A Shtutin. [Some aspects of epidural anesthesia in patients with chronic renal insufficiency]. Likars'ka sprava. 2001 Jul; ?(4):112-5. doi: NULL. [PMID: 11692688]
  • P I Joyce, R Atcheson, R J Marcus, A M Heffernan, D J Rowbotham, D G Lambert. Interaction of local anaesthetic agents with the endogenous norepinephrine transporter in SH-SY5Y human neuroblastoma cells. Neuroscience letters. 2001 Jun; 305(3):161-4. doi: 10.1016/s0304-3940(01)01822-5. [PMID: 11403930]
  • J Friskopp, G Huledal. Plasma levels of lidocaine and prilocaine after application of Oraqix, a new intrapocket anesthetic, in patients with advanced periodontitis. Journal of clinical periodontology. 2001 May; 28(5):425-9. doi: 10.1034/j.1600-051x.2001.028005425.x. [PMID: 11350505]
  • E A Kopecky, S Jacobson, M B Bch, P Hubley, L Palozzi, H M Clarke, G Koren. Safety and pharmacokinetics of EMLA in the treatment of postburn pruritus in pediatric patients: a pilot study. The Journal of burn care & rehabilitation. 2001 May; 22(3):235-42. doi: 10.1097/00004630-200105000-00010. [PMID: 11403247]
  • B M Graf, E Martin. [Peripheral nerve block. An overview of new developments in an old technique]. Der Anaesthesist. 2001 May; 50(5):312-22. doi: 10.1007/s001010170015. [PMID: 11417266]
  • W Vanscheidt, Z Sadjadi, S Lillieborg. EMLA anaesthetic cream for sharp leg ulcer debridement: a review of the clinical evidence for analgesic efficacy and tolerability. European journal of dermatology : EJD. 2001 Mar; 11(2):90-6. doi: NULL. [PMID: 11275800]
  • G E Larijani, D Cypel, I Gratz, L Mroz, R Mandel, M Afshar, M E Goldberg. The efficacy and safety of EMLA cream for awake fiberoptic endotracheal intubation. Anesthesia and analgesia. 2000 Oct; 91(4):1024-6. doi: 10.1097/00000539-200010000-00048. [PMID: 11004069]
  • T Tritrakarn, J Lertakyamanee, P Koompong, S Soontrapa, P Somprakit, A Tantiwong, S Jittapapai. Both EMLA and placebo cream reduced pain during extracorporeal piezoelectric shock wave lithotripsy with the Piezolith 2300. Anesthesiology. 2000 Apr; 92(4):1049-54. doi: 10.1097/00000542-200004000-00023. [PMID: 10754625]
  • J Browne, I Awad, R Plant, J McAdoo, G Shorten. Topical amethocaine (Ametop) is superior to EMLA for intravenous cannulation. Eutectic mixture of local anesthetics. Canadian journal of anaesthesia = Journal canadien d'anesthesie. 1999 Nov; 46(11):1014-8. doi: 10.1007/bf03013194. [PMID: 10566919]
  • S Engström, T P Nordén, H Nyquist. Cubic phases for studies of drug partition into lipid bilayers. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 1999 Aug; 8(4):243-54. doi: 10.1016/s0928-0987(99)00012-3. [PMID: 10425374]
  • C M Essink-Tebbes, E W Wuis, K D Liem, R T van Dongen, Y A Hekster. Safety of lidocaine-prilocaine cream application four times a day in premature neonates: a pilot study. European journal of pediatrics. 1999 May; 158(5):421-3. doi: 10.1007/s004310051106. [PMID: 10333129]
  • A D van der Meer, A G Burm, R Stienstra, J W van Kleef, A A Vletter, W Olieman. Pharmacokinetics of prilocaine after intravenous administration in volunteers: enantioselectivity. Anesthesiology. 1999 Apr; 90(4):988-92. doi: 10.1097/00000542-199904000-00010. [PMID: 10201668]
  • A Söderlund, L O Boreus, L Westman, B Engström, A Valentin, A Ekblom. A comparison of 50, 100 and 200 mg of intra-articular pethidine during knee joint surgery, a controlled study with evidence for local demethylation to norpethidine. Pain. 1999 Mar; 80(1-2):229-38. doi: 10.1016/s0304-3959(98)00207-3. [PMID: 10204735]
  • C Lok, C Paul, P Amblard, D Bessis, C Debure, B Faivre, B Guillot, J P Ortonne, G Huledal, B Kalis. EMLA cream as a topical anesthetic for the repeated mechanical debridement of venous leg ulcers: a double-blind, placebo-controlled study. Journal of the American Academy of Dermatology. 1999 Feb; 40(2 Pt 1):208-13. doi: 10.1016/s0190-9622(99)70190-8. [PMID: 10025747]
  • K Alfons, S Engstrom. Drug compatibility with the sponge phases formed in monoolein, water, and propylene glycol or poly(ethylene glycol). Journal of pharmaceutical sciences. 1998 Dec; 87(12):1527-30. doi: 10.1021/js980209z. [PMID: 10189260]
  • J Bennett, F Nichols, M Rosenblum, J Condry. Subcutaneous administration of midazolam: a comparison of the Bioject jet injector with the conventional syringe and needle. Journal of oral and maxillofacial surgery : official journal of the American Association of Oral and Maxillofacial Surgeons. 1998 Nov; 56(11):1249-54. doi: 10.1016/s0278-2391(98)90601-2. [PMID: 9820211]
  • F Paganelli, V Amirat, P Ricard, J A Trigano, M Bues-Charbit, G Balansard, S Levy. [Utilization of transcutaneous anesthetics during heart catheterization]. Presse medicale (Paris, France : 1983). 1998 Oct; 27(30):1516-8. doi: NULL. [PMID: 9810302]
  • H A Adams, D Pawlik, H Bauer, W Mautgreve. Stability of local anesthetics in heparinized blood, plasma and sulfuric acid. Acta anaesthesiologica Scandinavica. 1998 Aug; 42(7):783-5. doi: 10.1111/j.1399-6576.1998.tb05322.x. [PMID: 9698953]
  • A Jönsson, U Mattsson, P Tarnow, P Nellgård, J Cassuto. Topical local anaesthetics (EMLA) inhibit burn-induced plasma extravasation as measured by digital image colour analysis. Burns : journal of the International Society for Burn Injuries. 1998 Jun; 24(4):313-8. doi: 10.1016/s0305-4179(98)00011-4. [PMID: 9688195]