bromhexine (BioDeep_00000272941)

   


代谢物信息卡片


bromhexine

化学式: C14H20Br2N2 (373.999312)
中文名称: 溴己新
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CN(CC1=C(C(=CC(=C1)Br)Br)N)C2CCCCC2
InChI: InChI=1S/C14H20Br2N2/c1-18(12-5-3-2-4-6-12)9-10-7-11(15)8-13(16)14(10)17/h7-8,12H,2-6,9,17H2,1H3

描述信息

R - Respiratory system > R05 - Cough and cold preparations > R05C - Expectorants, excl. combinations with cough suppressants > R05CB - Mucolytics
COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials
C78273 - Agent Affecting Respiratory System > C74536 - Mucolytic Agent
D019141 - Respiratory System Agents > D005100 - Expectorants
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
CONFIDENCE standard compound; INTERNAL_ID 1173

同义名列表

1 个代谢物同义名

bromhexine



数据库引用编号

13 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)

0 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

  • Arya Afrooghe, Mohammadreza Babaei, Maryam Shayan, Elham Ahmadi, Razieh Mohammad Jafari, Ahmad-Reza Dehpour. Therapeutic potential of bromhexine for acute itch in mice: Involvement of TMPRSS2 and kynurenine pathway. International immunopharmacology. 2023 Feb; 117(?):109919. doi: 10.1016/j.intimp.2023.109919. [PMID: 36842232]
  • Idowu A Kehinde, Anu Egbejimi, Manvir Kaur, Collins Onyenaka, Tolulope Adebusuyi, Omonike A Olaleye. Inhibitory mechanism of Ambroxol and Bromhexine Hydrochlorides as potent blockers of molecular interaction between SARS-CoV-2 spike protein and human angiotensin-converting Enzyme-2. Journal of molecular graphics & modelling. 2022 07; 114(?):108201. doi: 10.1016/j.jmgm.2022.108201. [PMID: 35487151]
  • S Bahadoram, B Keikhaei, M Bahadoram, M-R Mahmoudian-Sani, S Hassanzadeh, A Saeedi-Boroujeni, K Alikhani. [Bromhexine is a potential drug for COVID-19; From hypothesis to clinical trials]. Voprosy virusologii. 2022 05; 67(2):126-132. doi: 10.36233/0507-4088-106. [PMID: 35521985]
  • Julio Granados-Montiel, Eric Hazan-Lasri, Rafael Franco-Cendejas, Tatiana Chávez-Heres, Phaedra Silva-Bermudez, Rocio Aguilar-Gaytán, Natalia Manzano-León, Karla Méndez-Maldonado, Alejandro Alvarez-Arce, Raigam Jafet Martínez-Portilla. New prophylaxis regimen for SARS-CoV-2 infection in health professionals with low doses of hydroxychloroquine and bromhexine: a randomised, double-blind placebo clinical trial (ELEVATE Trial). BMJ open. 2021 08; 11(8):e045190. doi: 10.1136/bmjopen-2020-045190. [PMID: 34344672]
  • 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]
  • Bojan F Hörnich, Anna K Großkopf, Sarah Schlagowski, Matthias Tenbusch, Hannah Kleine-Weber, Frank Neipel, Christiane Stahl-Hennig, Alexander S Hahn. SARS-CoV-2 and SARS-CoV Spike-Mediated Cell-Cell Fusion Differ in Their Requirements for Receptor Expression and Proteolytic Activation. Journal of virology. 2021 04; 95(9):. doi: 10.1128/jvi.00002-21. [PMID: 33608407]
  • Qibo Fu, Xiao Zheng, Yunlian Zhou, Lanfang Tang, Zhimin Chen, Shaoqing Ni. Re-recognizing bromhexine hydrochloride: pharmaceutical properties and its possible role in treating pediatric COVID-19. European journal of clinical pharmacology. 2021 Feb; 77(2):261-263. doi: 10.1007/s00228-020-02971-4. [PMID: 32870380]
  • Sophie Juul, Emil Eik Nielsen, Joshua Feinberg, Faiza Siddiqui, Caroline Kamp Jørgensen, Emily Barot, Johan Holgersson, Niklas Nielsen, Peter Bentzer, Areti Angeliki Veroniki, Lehana Thabane, Fanlong Bu, Sarah Klingenberg, Christian Gluud, Janus Christian Jakobsen. Interventions for treatment of COVID-19: Second edition of a living systematic review with meta-analyses and trial sequential analyses (The LIVING Project). PloS one. 2021; 16(3):e0248132. doi: 10.1371/journal.pone.0248132. [PMID: 33705495]
  • Christin Walther, Kristin Döring, Michaela Schmidtke. Comparative in vitro analysis of inhibition of rhinovirus and influenza virus replication by mucoactive secretolytic agents and plant extracts. BMC complementary medicine and therapies. 2020 Dec; 20(1):380. doi: 10.1186/s12906-020-03173-2. [PMID: 33357221]
  • V Yu Mareev, Ya A Orlova, A G Plisyk, E P Pavlikova, S T Matskeplishvili, Z A Akopyan, E M Seredenina, A V Potapenko, M A Agapov, D A Asratyan, L I Dyachuk, L M Samokhodskaya, Е А Mershina, V E Sinitsyn, P V Pakhomov, M M Bulanova, A A Fuks, Yu V Mareev, Yu L Begrambekova, А А Kamalov. [Results of Open-Label non-Randomized Comparative Clinical Trial: 'BromhexIne and Spironolactone for CoronаvirUs Infection requiring hospiTalization (BISCUIT)]. Kardiologiia. 2020 12; 60(11):4-15. doi: 10.18087/cardio.2020.11.n1440. [PMID: 33487145]
  • Ting Li, Laifang Sun, Wenwu Zhang, Chanfan Zheng, Chenchen Jiang, Mingjing Chen, Di Chen, Zhijuan Dai, Shihui Bao, Xian Shen. Bromhexine Hydrochloride Tablets for the Treatment of Moderate COVID-19: An Open-Label Randomized Controlled Pilot Study. Clinical and translational science. 2020 11; 13(6):1096-1102. doi: 10.1111/cts.12881. [PMID: 32881359]
  • Hideyuki Takano. Pulmonary surfactant itself must be a strong defender against SARS-CoV-2. Medical hypotheses. 2020 Nov; 144(?):110020. doi: 10.1016/j.mehy.2020.110020. [PMID: 32590326]
  • Yuying Wang, Yinghua Zhang, Xia Chen, Kun Xue, Tianjing Zhang, Xiaohong Ren. Evaluating the efficacy and safety of bromhexine hydrochloride tablets in treating pediatric COVID-19: A protocol for meta-analysis and systematic review. Medicine. 2020 Sep; 99(37):e22114. doi: 10.1097/md.0000000000022114. [PMID: 32925756]
  • V Yu Mareev, Ya A Orlova, E P Pavlikova, S T Matskeplishvili, Z A Akopyan, A G Plisyk, E M Seredenina, D A Asratyan, A V Potapenko, P S Malakhov, L M Samokhodskaya, E A Mershina, V E Sinitsyn, M M Bulanova, A A Fuks, Yu V Mareev, Yu L Begrambekova, A A Kamalov. [Combination therapy at an early stage of the novel coronavirus infection (COVID-19). Case series and design of the clinical trial 'BromhexIne and Spironolactone for CoronаvirUs Infection requiring hospiTalization (BISCUIT)']. Kardiologiia. 2020 Sep; 60(8):4-15. doi: 10.18087/cardio.2020.8.n1307. [PMID: 33155953]
  • Markus Depfenhart, Danielle de Villiers, Gottfried Lemperle, Markus Meyer, Salvatore Di Somma. Potential new treatment strategies for COVID-19: is there a role for bromhexine as add-on therapy?. Internal and emergency medicine. 2020 Aug; 15(5):801-812. doi: 10.1007/s11739-020-02383-3. [PMID: 32458206]
  • George Mihai Nitulescu, Horia Paunescu, Sterghios A Moschos, Dimitrios Petrakis, Georgiana Nitulescu, George Nicolae Daniel Ion, Demetrios A Spandidos, Taxiarchis Konstantinos Nikolouzakis, Nikolaos Drakoulis, Aristidis Tsatsakis. Comprehensive analysis of drugs to treat SARS‑CoV‑2 infection: Mechanistic insights into current COVID‑19 therapies (Review). International journal of molecular medicine. 2020 Aug; 46(2):467-488. doi: 10.3892/ijmm.2020.4608. [PMID: 32468014]
  • Roberto Maggio, Giovanni U Corsini. Repurposing the mucolytic cough suppressant and TMPRSS2 protease inhibitor bromhexine for the prevention and management of SARS-CoV-2 infection. Pharmacological research. 2020 07; 157(?):104837. doi: 10.1016/j.phrs.2020.104837. [PMID: 32334052]
  • Solomon Habtemariam, Seyed Fazel Nabavi, Saeid Ghavami, Cosmin Andrei Cismaru, Ioana Berindan-Neagoe, Seyed Mohammad Nabavi. Possible use of the mucolytic drug, bromhexine hydrochloride, as a prophylactic agent against SARS-CoV-2 infection based on its action on the Transmembrane Serine Protease 2. Pharmacological research. 2020 07; 157(?):104853. doi: 10.1016/j.phrs.2020.104853. [PMID: 32360584]
  • Brian Lipworth, Rory Chan, Samuel Lipworth, Chris RuiWen Kuo. Weathering the Cytokine Storm in Susceptible Patients with Severe SARS-CoV-2 Infection. The journal of allergy and clinical immunology. In practice. 2020 06; 8(6):1798-1801. doi: 10.1016/j.jaip.2020.04.014. [PMID: 32311489]
  • Noor Rahman, Zarrin Basharat, Muhammad Yousuf, Giuseppe Castaldo, Luca Rastrelli, Haroon Khan. Virtual Screening of Natural Products against Type II Transmembrane Serine Protease (TMPRSS2), the Priming Agent of Coronavirus 2 (SARS-CoV-2). Molecules (Basel, Switzerland). 2020 May; 25(10):. doi: 10.3390/molecules25102271. [PMID: 32408547]
  • Ling Wang, Li Yu, Ning Li, Yuan Wang, Meina Yang, Yun Peng, Hui Guo, Lin Ye. Bromhexine elevates REP2 expression to stimulate secretion from human primary conjunctiva fornix epithelial cells. FEBS letters. 2020 01; 594(1):153-160. doi: 10.1002/1873-3468.13560. [PMID: 31365127]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Abigail Wheal, Robert Jenkins, Yoshiki Mikami, Nagindra Das, Lynn Hirschowitz. Primary Mucinous Carcinoma of the Fallopian Tube: Case Report and Review of Literature. International journal of gynecological pathology : official journal of the International Society of Gynecological Pathologists. 2017 Jul; 36(4):393-399. doi: 10.1097/pgp.0000000000000330. [PMID: 27662036]
  • Hamida Hamdi, Heba Ali. Potential risks of maternal administration of Mucophylline on the pups of albino rats during lactation. Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie. 2017 Mar; 69(3):143-152. doi: 10.1016/j.etp.2016.12.008. [PMID: 28024668]
  • Anders Barth, Areg Hovhannisyan, Kristina Jamalyan, Mikael Narimanyan. Antitussive effect of a fixed combination of Justicia adhatoda, Echinacea purpurea and Eleutherococcus senticosus extracts in patients with acute upper respiratory tract infection: A comparative, randomized, double-blind, placebo-controlled study. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2015 Dec; 22(13):1195-200. doi: 10.1016/j.phymed.2015.10.001. [PMID: 26598919]
  • N T Abdel-Ghani, M S Rizk, M Mostafa. Extractive determination of ephedrine hydrochloride and bromhexine hydrochloride in pure solutions, pharmaceutical dosage form and urine samples. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2013 Jul; 111(?):131-41. doi: 10.1016/j.saa.2013.03.038. [PMID: 23624039]
  • Cho-Ming Loi, Dennis A Smith, Deepak Dalvie. Which metabolites circulate?. Drug metabolism and disposition: the biological fate of chemicals. 2013 May; 41(5):933-51. doi: 10.1124/dmd.112.050278. [PMID: 23454828]
  • Fadi A Tohme, Daniel A Katz, Danniele G Holanda, Christie P Thomas. Quiz page April 2013: recurrent episodes of acute kidney injury in a kidney transplant recipient. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2013 Apr; 61(4):A22-4. doi: 10.1053/j.ajkd.2012.12.020. [PMID: 23497770]
  • Daniel J Warner, Hongming Chen, Louis-David Cantin, J Gerry Kenna, Simone Stahl, Clare L Walker, Tobias Noeske. Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification. Drug metabolism and disposition: the biological fate of chemicals. 2012 Dec; 40(12):2332-41. doi: 10.1124/dmd.112.047068. [PMID: 22961681]
  • Kenneth A Kesler, Jay B Patel, Laura E Kruter, Thomas J Birdas, Karen M Rieger, Ikenna C Okereke, Lawrence H Einhorn. The 'growing teratoma syndrome' in primary mediastinal nonseminomatous germ cell tumors: criteria based on current practice. The Journal of thoracic and cardiovascular surgery. 2012 Aug; 144(2):438-43. doi: 10.1016/j.jtcvs.2012.05.053. [PMID: 22713299]
  • Yasuto Kido, Pär Matsson, Kathleen M Giacomini. Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2. Journal of medicinal chemistry. 2011 Jul; 54(13):4548-58. doi: 10.1021/jm2001629. [PMID: 21599003]
  • H A El-Banna, A Goudah, H El-Zorba. Comparative bioequivalence study of three formulations of enrofloxacin in sheep. Drug metabolism letters. 2011 Apr; 5(2):85-91. doi: 10.2174/187231211795305294. [PMID: 21457136]
  • G Flaherty, P McCarthy, G Mortimer. Pulmonary artery leiomyosarcoma: an unusual cause of shortness of breath. Irish journal of medical science. 2011 Mar; 180(1):275-8. doi: 10.1007/s11845-009-0451-0. [PMID: 19921308]
  • Marcello Nicoletti, Valentina Petitto. Contaminations of herbal products determined by NMR fingerprint. Natural product research. 2010 Sep; 24(14):1325-9. doi: 10.1080/14786410903368670. [PMID: 20803376]
  • Magdalena Eder, Ursula Lütz-Meindl. Analyses and localization of pectin-like carbohydrates in cell wall and mucilage of the green alga Netrium digitus. Protoplasma. 2010 Jul; 243(1-4):25-38. doi: 10.1007/s00709-009-0040-0. [PMID: 19340523]
  • Jia Liu, Xiaoyan Chen, Youhong Hu, Gang Cheng, Dafang Zhong. Quantification of the major metabolites of bromhexine in human plasma using RRLC-MS/MS and its application to pharmacokinetics. Journal of pharmaceutical and biomedical analysis. 2010 Apr; 51(5):1134-41. doi: 10.1016/j.jpba.2009.11.024. [PMID: 20031363]
  • Mehran Javanbakht, Mohammad Hadi Namjumanesh, Behrouz Akbari-Adergani. Molecularly imprinted solid-phase extraction for the selective determination of bromhexine in human serum and urine with high performance liquid chromatography. Talanta. 2009 Nov; 80(1):133-8. doi: 10.1016/j.talanta.2009.06.033. [PMID: 19782202]
  • Wen Zhang, Fang Feng, Ya Wang. Bioequivalence study of bromhexine by liquid chromatography-electrospray ionization-mass spectrometry after oral administration of bromhexine hydrochloride tablets. Journal of pharmaceutical and biomedical analysis. 2008 Dec; 48(4):1206-10. doi: 10.1016/j.jpba.2008.08.017. [PMID: 18835672]
  • Yu-Ting Lin, Hwang-Shang Kou, Hsin-Lung Wu. A simple micellar electrokinetic capillary chromatographic method for the quantitative analysis of organic expectorants. Electrophoresis. 2008 Sep; 29(17):3524-30. doi: 10.1002/elps.200800129. [PMID: 18803215]
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  • Qingqing Jiang, Fei Nie, Jiuru Lu. Chemiluminescence determination of bromhexine hydrochloride with morin as chemiluminescent reagent. Luminescence : the journal of biological and chemical luminescence. 2008 Jan; 23(1):32-6. doi: 10.1002/bio.1013. [PMID: 18175361]
  • Qian Gong, Zhe-yi Hu, Zhi-zhuang Huang, Li-qing Wang, Wen-fang Liu, Xin Guo, Wei Cao, Ting Wang, Ze-neng Cheng. Pharmacokinetic interaction between cefaclor and bromhexine in healthy Chinese volunteers. Zhong nan da xue xue bao. Yi xue ban = Journal of Central South University. Medical sciences. 2007 Oct; 32(5):855-61. doi: NULL. [PMID: 18007084]
  • Meenal Kumar, Ravindra Samarth, Madhu Kumar, Senthamil R Selvan, Begraj Saharan, Ashok Kumar. Protective effect of Adhatoda vascia Nees against radiation-induced damage at cellular, biochemical and chromosomal levels in Swiss albino mice. Evidence-based complementary and alternative medicine : eCAM. 2007 Sep; 4(3):343-50. doi: 10.1093/ecam/nel098. [PMID: 17965765]
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  • Tatsuhiro Tsujimoto, Takuya Tsuruzono, Kazushige Hoppo, Yoshinobu Matsumura, Jyunichi Yamao, Hiroshi Fukui. Effect of bromhexine hydrochloride therapy for alcoholic chronic pancreatitis. Alcoholism, clinical and experimental research. 2005 Dec; 29(12 Suppl):272S-6S. doi: 10.1097/01.alc.0000192038.52229.6f. [PMID: 16385235]
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  • Iwao Koyama, Toshiyuki Matsunaga, Tsuyoshi Harada, Akira Kikuno, Shigeru Hokari, Tsugikazu Komoda. Ambroxol reduces LPS toxicity mediated by induction of alkaline phosphatases in rat lung. Clinical biochemistry. 2004 Aug; 37(8):688-93. doi: 10.1016/j.clinbiochem.2004.02.004. [PMID: 15302612]
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  • L L Yang, Y S Yuan, X D Tu. [Determination of bromhexine in plasma by gas chromatography-electron capture detection and pharmacokinetic studies]. Se pu = Chinese journal of chromatography. 2000 Nov; 18(6):543-5. doi: NULL. [PMID: 12541746]
  • T Pérez-Ruiz, C Martínez-Lozano, A Sanz, E Bravo. Determination of bromhexine and ambroxol in pharmaceutical dosage forms, urine and blood serum. Journal of chromatography. B, Biomedical sciences and applications. 1997 Apr; 692(1):199-205. doi: 10.1016/s0378-4347(96)00482-3. [PMID: 9187400]
  • T Pérez-Ruiz, C Martínez-Lozano, A Sanz, S Mondéjar. Flow-injection extraction-spectrophotometric determination of bromhexine with orange IV. Journal of pharmaceutical and biomedical analysis. 1995 Aug; 13(9):1101-6. doi: 10.1016/0731-7085(95)01518-p. [PMID: 8573634]
  • M Nobilis, J Pastera, D Svoboda, J Kvêtina, K Macek. High-performance liquid chromatographic determination of ambroxol in human plasma. Journal of chromatography. 1992 Oct; 581(2):251-5. doi: 10.1016/0378-4347(92)80278-x. [PMID: 1452615]
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  • C E Uboh, J A Rudy, L R Soma, M Fennell, L May, R Sams, F A Railing, J Shellenberger, M Kahler. Characterization of bromhexine and ambroxol in equine urine: effect of furosemide on identification and confirmation. Journal of pharmaceutical and biomedical analysis. 1991; 9(1):33-9. doi: 10.1016/0731-7085(91)80234-z. [PMID: 2043720]
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  • W Couet, J Girault, B G Reigner, I Ingrand, J Bizouard, D Acerbi, P Chiesi, J B Fourtillan. Steady-state bioavailability and pharmacokinetics of ambroxol and clenbuterol administered alone and combined in a new oral formulation. International journal of clinical pharmacology, therapy, and toxicology. 1989 Sep; 27(9):467-72. doi: NULL. [PMID: 2807621]
  • Z Novák, S I Varga, L Kovács, A Pál, L Pataki, B Matkovics. The effects of Oradexone and Ambroxol pretreatment of the oxidative sensitivity of the red blood cells in preterm infants. Clinica chimica acta; international journal of clinical chemistry. 1989 Jul; 182(3):241-5. doi: 10.1016/0009-8981(89)90101-0. [PMID: 2766548]
  • F J Flores-Murrieta, C Hoyo-Vadillo, E Hong, G Castañeda-Hernandez. Assay of ambroxol in human plasma by high-performance liquid chromatography with amperometric detection. Journal of chromatography. 1989 May; 490(2):464-9. doi: 10.1016/s0378-4347(00)82807-8. [PMID: 2768418]
  • M Johansson, S Lenngren. Determination of bromhexine in plasma by reversed-phase liquid chromatography. Interference of lipoproteins on extraction. Journal of chromatography. 1988 Nov; 432(?):243-52. doi: 10.1016/s0378-4347(00)80649-0. [PMID: 3220892]
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