Propyphenazone (BioDeep_00000271172)
代谢物信息卡片
4-Isopropylantipyrine
化学式: C14H18N2O (230.1419058)
中文名称: 4-异丙基安替比林
谱图信息:
最多检出来源 Viridiplantae(plant) 93.26%
分子结构信息
SMILES: CC(C)C1=C(C)N(C)N(C1=O)C1=CC=CC=C1
InChI: InChI=1S/C14H18N2O/c1-10(2)13-11(3)15(4)16(14(13)17)12-8-6-5-7-9-12/h5-10H,1-4H3
描述信息
N - Nervous system > N02 - Analgesics > N02B - Other analgesics and antipyretics > N02BB - Pyrazolones
C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
D002491 - Central Nervous System Agents > D000700 - Analgesics
D000893 - Anti-Inflammatory Agents
D018501 - Antirheumatic Agents
CONFIDENCE standard compound; INTERNAL_ID 2653
CONFIDENCE standard compound; INTERNAL_ID 2272
CONFIDENCE standard compound; INTERNAL_ID 8550
同义名列表
2 个代谢物同义名
数据库引用编号
21 个数据库交叉引用编号
- ChEBI: CHEBI:135538
- KEGGdrug: D91192
- KEGGdrug: D01380
- PubChem: 3778
- DrugBank: DB13524
- ChEMBL: CHEMBL28318
- CAS: 479-92-5
- MoNA: AU265306
- MoNA: AU265305
- MoNA: AU265304
- MoNA: AU265303
- MoNA: AU265302
- MoNA: AU265301
- MoNA: AU227206
- MoNA: AU227205
- MoNA: AU227204
- MoNA: AU227203
- MoNA: AU227202
- MoNA: AU227201
- MoNA: SM855001
- PMhub: MS000001754
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
- 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] - Hany Ibrahim, Abdallah M Hamdy, Hanan A Merey, Ahmed S Saad. Simultaneous Determination of Paracetamol, Propyphenazone and Caffeine in Presence of Paracetamol Impurities Using Dual-Mode Gradient HPLC and TLC Densitometry Methods.
Journal of chromatographic science.
2021 Jan; 59(2):140-147. doi:
10.1093/chromsci/bmaa088. [PMID: 33221830] - 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] - Meenu Paliwal, Sucheta, Ruchita, Shilpa Jain, Monika, Himanshu. Synthesis and Biological Evaluation of Mutual Prodrugs of Carboxylic Group Containing Some Non-Steroidal Anti-Inflammatory Drugs and Propyphenazone.
Current drug delivery.
2017; 14(8):1213-1224. doi:
10.2174/1567201814666170213153509. [PMID: 28201966] - Toine F H Bovee, Hans G J Mol, Monique E Bienenmann-Ploum, Henri H Heskamp, Gerard D Van Bruchem, Leendert A Van Ginkel, Martin Kooijman, Johan J P Lasaroms, Ruud Van Dam, Ron L A P Hoogenboom. Dietary supplement for energy and reduced appetite containing the β-agonist isopropyloctopamine leads to heart problems and hospitalisations.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment.
2016 May; 33(5):749-59. doi:
10.1080/19440049.2016.1167965. [PMID: 27092588] - Anna Ferrari, Ilaria Tiraferri, Federica Palazzoli, Patrizia Verri, Daniele Vandelli, Filippo Marchesi, Michela Ciccarese, Manuela Licata. Hair analysis to monitor abuse of analgesic combinations containing butalbital and propyphenazone.
Journal of pharmaceutical and biomedical analysis.
2015 Nov; 115(?):576-9. doi:
10.1016/j.jpba.2015.08.015. [PMID: 26319751] - Maxime Favier, Raf Dewil, Kwinten Van Eyck, Ann Van Schepdael, Deirdre Cabooter. High-resolution MS and MS(n) investigation of ozone oxidation products from phenazone-type pharmaceuticals and metabolites.
Chemosphere.
2015 Oct; 136(?):32-41. doi:
10.1016/j.chemosphere.2015.04.010. [PMID: 25935697] - Geraldine Dowling, Edward Malone. Analytical strategy for the confirmatory analysis of the non-steroidal anti-inflammatory drugs firocoxib, propyphenazone, ramifenazone and piroxicam in bovine plasma by liquid chromatography tandem mass spectrometry.
Journal of pharmaceutical and biomedical analysis.
2011 Sep; 56(2):359-65. doi:
10.1016/j.jpba.2011.05.029. [PMID: 21684706] - Robert L Brent, Mildred S Christian, Robert M Diener. Evaluation of the reproductive and developmental risks of caffeine.
Birth defects research. Part B, Developmental and reproductive toxicology.
2011 Apr; 92(2):152-87. doi:
10.1002/bdrb.20288. [PMID: 21370398] - Andrea Harrer, Roland Lang, Robert Grims, Michaela Braitsch, Thomas Hawranek, Werner Aberer, Lothar Vogel, Walther Schmid, Fatima Ferreira, Martin Himly. Diclofenac hypersensitivity: antibody responses to the parent drug and relevant metabolites.
PloS one.
2010 Oct; 5(10):e13707. doi:
10.1371/journal.pone.0013707. [PMID: 21060839] - Monica Mazzarino, Maria Cristina Braganò, Francesco Donati, Xavier de la Torre, Francesco Botrè. Effects of propyphenazone and other non-steroidal anti-inflammatory agents on the synthetic and endogenous androgenic anabolic steroids urinary excretion and/or instrumental detection.
Analytica chimica acta.
2010 Jan; 657(1):60-8. doi:
10.1016/j.aca.2009.10.022. [PMID: 19951758] - Ashwini Ojha, Rajeshwari Rathod, Harish Padh. Quantification of 4-methylaminoantipyrine, the active metabolite of dipyrone, in human plasma.
Bioanalysis.
2009 May; 1(2):293-8. doi:
10.4155/bio.09.26. [PMID: 21083168] - Jelena Radjenović, Mira Petrović, Damià Barceló. Fate and distribution of pharmaceuticals in wastewater and sewage sludge of the conventional activated sludge (CAS) and advanced membrane bioreactor (MBR) treatment.
Water research.
2009 Feb; 43(3):831-41. doi:
10.1016/j.watres.2008.11.043. [PMID: 19091371] - J Radjenović, M Petrović, F Ventura, D Barceló. Rejection of pharmaceuticals in nanofiltration and reverse osmosis membrane drinking water treatment.
Water research.
2008 Aug; 42(14):3601-10. doi:
10.1016/j.watres.2008.05.020. [PMID: 18656225] - A A M Stolker, P Rutgers, E Oosterink, J J P Lasaroms, R J B Peters, J A van Rhijn, M W F Nielen. Comprehensive screening and quantification of veterinary drugs in milk using UPLC-ToF-MS.
Analytical and bioanalytical chemistry.
2008 Jul; 391(6):2309-22. doi:
10.1007/s00216-008-2168-8. [PMID: 18491081] - Sebastian Zuehlke, Uwe Duennbier, Thomas Heberer. Investigation of the behavior and metabolism of pharmaceutical residues during purification of contaminated ground water used for drinking water supply.
Chemosphere.
2007 Nov; 69(11):1673-80. doi:
10.1016/j.chemosphere.2007.06.020. [PMID: 17662339] - Norihide Nakada, Hiroyuki Shinohara, Ayako Murata, Kentaro Kiri, Satoshi Managaki, Nobuyuki Sato, Hideshige Takada. Removal of selected pharmaceuticals and personal care products (PPCPs) and endocrine-disrupting chemicals (EDCs) during sand filtration and ozonation at a municipal sewage treatment plant.
Water research.
2007 Nov; 41(19):4373-82. doi:
10.1016/j.watres.2007.06.038. [PMID: 17632207] - Jelena Radjenovic, Mira Petrovic, Damiá Barceló. Analysis of pharmaceuticals in wastewater and removal using a membrane bioreactor.
Analytical and bioanalytical chemistry.
2007 Feb; 387(4):1365-77. doi:
10.1007/s00216-006-0883-6. [PMID: 17115140] - S Zuehlke, U Duennbier, B Lesjean, R Gnirss, H Buisson. Long-term comparison of trace organics removal performances between conventional and membrane activated sludge processes.
Water environment research : a research publication of the Water Environment Federation.
2006 Dec; 78(13):2480-6. doi:
10.2175/106143006x111826. [PMID: 17243248] - S Wiegel, A Aulinger, R Brockmeyer, H Harms, J Löffler, H Reincke, R Schmidt, B Stachel, W von Tümpling, A Wanke. Pharmaceuticals in the river Elbe and its tributaries.
Chemosphere.
2004 Oct; 57(2):107-26. doi:
10.1016/j.chemosphere.2004.05.017. [PMID: 15294435] - Traugott Scheytt, Petra Mersmann, Marcus Leidig, Asaf Pekdeger, Thomas Heberer. Transport of pharmaceutically active compounds in saturated laboratory columns.
Ground water.
2004 Sep; 42(5):767-73. doi:
10.1111/j.1745-6584.2004.tb02730.x. [PMID: 15457799] - Martin Himly, Beatrice Jahn-Schmid, Klaus Pittertschatscher, Barbara Bohle, Karl Grubmayr, Fátima Ferreira, Herwig Ebner, Christof Ebner. IgE-mediated immediate-type hypersensitivity to the pyrazolone drug propyphenazone.
The Journal of allergy and clinical immunology.
2003 Apr; 111(4):882-8. doi:
10.1067/mai.2003.163. [PMID: 12704373] - V Koutsouba, Th Heberer, B Fuhrmann, K Schmidt-Baumler, D Tsipi, A Hiskia. Determination of polar pharmaceuticals in sewage water of Greece by gas chromatography-mass spectrometry.
Chemosphere.
2003 Apr; 51(2):69-75. doi:
10.1016/s0045-6535(02)00819-6. [PMID: 12586139] - Björn Ahrens, Dirk Blankenhorn, Bernd Spangenberg. Advanced fibre optical scanning in thin-layer chromatography for drug identification.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2002 May; 772(1):11-8. doi:
10.1016/s1570-0232(01)00617-1. [PMID: 12016011] - H G Kraetsch, T Hummel, J Lötsch, R Kussat, G Kobal. Analgesic effects of propyphenazone in comparison to its combination with caffeine.
European journal of clinical pharmacology.
1996; 49(5):377-82. doi:
10.1007/bf00203781. [PMID: 8866632] - T Goromaru, H Maeda. Isotopic fractionation of isopropylantipyrine and its deuterated analogues by capillary gas chromatography.
Biological & pharmaceutical bulletin.
1994 Dec; 17(12):1635-9. doi:
10.1248/bpb.17.1635. [PMID: 7735209] - D Zhu, W M Becker, K H Schulz, K Schubeler, M Schlaak. Detection of IgE antibodies specific for 1-phenyl-2,3-dimethyl-3-pyrazoline-5-one by RAST: a serological diagnostic method for sensitivity to pyrazoline drugs.
Asian Pacific journal of allergy and immunology.
1992 Dec; 10(2):95-101. doi:
NULL. [PMID: 1305820] - K Hermann, R Rittweger, J Ring. Urinary excretion of angiotensin I, II, arginine vasopressin and oxytocin in patients with anaphylactoid reactions.
Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology.
1992 Sep; 22(9):845-53. doi:
10.1111/j.1365-2222.1992.tb02830.x. [PMID: 1422942] - M C Rouan, J Campestrini, J B Lecaillon, J Godbillon. Rapid determination of propyphenazone in plasma by high-performance liquid chromatography.
Journal of chromatography.
1992 Jun; 577(2):387-90. doi:
10.1016/0378-4347(92)80265-r. [PMID: 1400772] - A Torrelo, C Soria, A Rocamora, A Ledo. Propyphenazone-induced serum sickness.
International journal of dermatology.
1990 Jun; 29(5):384-5. doi:
10.1111/j.1365-4362.1990.tb04775.x. [PMID: 2361804] - A Salama, B Schütz, V Kiefel, H Breithaupt, C Mueller-Eckhardt. Immune-mediated agranulocytosis related to drugs and their metabolites: mode of sensitization and heterogeneity of antibodies.
British journal of haematology.
1989 Jun; 72(2):127-32. doi:
10.1111/j.1365-2141.1989.tb07672.x. [PMID: 2788011] - N Kosmeas, J T Clerc. [A quick DC method for simultaneous quantitative determination of paracetamol, caffeine, phenobarbital and propyphenazone in plasma].
Pharmaceutica acta Helvetiae.
1989; 64(1):2-7. doi:
NULL. [PMID: 2717646] - N W Brattig, G J Diao, P A Berg. The specificity of the lymphocyte transformation test in a patient with hypersensitivity reactions to pyrazolone compounds. A 10-week follow-up study before and after rechallenge.
European journal of clinical pharmacology.
1988; 35(1):39-45. doi:
10.1007/bf00555505. [PMID: 3265385] - M Bećirević, V Petricić. Release of pyrazolone derivatives from suppositories formulated with hydrophilic and hydrophobic bases.
Die Pharmazie.
1986 May; 41(5):338-40. doi:
". [PMID: 3737665] - F Hackenberger, T Gabrio, D Grune, M Bornschein, B Dietzsch, R Voigt. [Availability of propylphenazone from suppositories. 2. Bioavailability].
Die Pharmazie.
1986 Apr; 41(4):244-7. doi:
NULL. [PMID: 3725865] - H Frei, U Bühlmann, O Rudin. [Toxic hemolytic anemia in the newborn infant following ingestion of a phenazone derivative (Cibalgin) via breast milk].
Zeitschrift fur Geburtshilfe und Perinatologie.
1985 Jan; 189(1):11-2. doi:
NULL. [PMID: 2859709] - T Goromaru, H Matsuura, T Furuta, S Baba. Identification of isopropylantipyrine metabolites in rat and man by using stable isotope tracer techniques.
Chemical & pharmaceutical bulletin.
1984 Aug; 32(8):3179-86. doi:
10.1248/cpb.32.3179. [PMID: 6518596] - S Okonek, H J Reinecke. Acute toxicity of pyrazolones.
The American journal of medicine.
1983 Nov; 75(5A):94-8. doi:
10.1016/0002-9343(83)90238-3. [PMID: 6359872] - A Moosmayer, K Besserer. [Blood and urine concentrations following intake of propyphenazone].
Beitrage zur gerichtlichen Medizin.
1982; 40(?):335-9. doi:
NULL. [PMID: 7165655] - E Bien, G Skorka, P Buntrock. [Hepatotoxicological studies of pyrazolone derivatives on rats. Part 2: The study of propyphenazone and phenazone (author's transl)].
Die Pharmazie.
1981 Aug; 36(8):556-9. doi:
NULL. [PMID: 7291289] - M Volz, H M Kellner. Kinetics and metabolism of pyrazolones (propyphenazone, aminopyrine and dipyrone).
British journal of clinical pharmacology.
1980 Oct; 10 Suppl 2(?):299S-308S. doi:
10.1111/j.1365-2125.1980.tb01813.x. [PMID: 7002187] - T Takatori, A Yamaoka. Further production and characterization of antibodies reactive with pyrazolone derivatives.
Journal of immunological methods.
1980; 35(1-2):147-55. doi:
10.1016/0022-1759(80)90159-3. [PMID: 7204986] - G K Hanasono, M G Côté, G L Plaa. Potentiation of carbon tetrachloride-induced hepatotoxicity in alloxan- or strepto- zotocin-diabetic rats.
The Journal of pharmacology and experimental therapeutics.
1975 Mar; 192(3):592-604. doi:
. [PMID: 164533]