Noramidopyrine (BioDeep_00000016946)
代谢物信息卡片
化学式: C12H15N3O (217.12150599999998)
中文名称: 4-(甲氨基)安替比林
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1=C(C(=O)N(N1C)C2=CC=CC=C2)NC
InChI: InChI=1S/C12H15N3O/c1-9-11(13-2)12(16)15(14(9)3)10-7-5-4-6-8-10/h4-8,13H,1-3H3
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:73261
- PubChem: 10618
- ChEMBL: CHEMBL1164701
- CAS: 519-98-2
- MoNA: WA002556
- MoNA: WA002555
- MoNA: WA002554
- MoNA: WA002553
- MoNA: WA002552
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
- 3039 - Euglena gracilis: 10.3389/FBIOE.2021.662655
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
- Fabio Bachmann, Henriette E Meyer Zu Schwabedissen, Urs Duthaler, Stephan Krähenbühl. Cytochrome P450 1A2 is the most important enzyme for hepatic metabolism of the metamizole metabolite 4-methylaminoantipyrine.
British journal of clinical pharmacology.
2022 02; 88(4):1885-1896. doi:
10.1111/bcp.15108
. [PMID: 34648192] - B Lebkowska-Wieruszewska, T W Kim, B Chea, H Owen, A Poapolathep, M Giorgi. Pharmacokinetic profiles of the two major active metabolites of metamizole (dipyrone) in cats following three different routes of administration.
Journal of veterinary pharmacology and therapeutics.
2018 Apr; 41(2):334-339. doi:
10.1111/jvp.12471
. [PMID: 29164623] - A Burmańczuk, C Kowalski, M Giorgi, H Owen, T Grabowski. Pharmacokinetic investigations of the marker active metabolites 4-methylamino-antipyrine and 4-amino-antipyrine after intramuscular injection of metamizole in healthy piglets.
Journal of veterinary pharmacology and therapeutics.
2016 Dec; 39(6):616-620. doi:
10.1111/jvp.12317
. [PMID: 27199202] - David do C Malvar, Fernando A Aguiar, Artur de L L Vaz, Débora C R Assis, Miriam C C de Melo, Valquíria A P Jabor, Evanguedes Kalapothakis, Sérgio H Ferreira, Giuliano C Clososki, Glória E P de Souza. Dipyrone metabolite 4-MAA induces hypothermia and inhibits PGE2 -dependent and -independent fever while 4-AA only blocks PGE2 -dependent fever.
British journal of pharmacology.
2014 Aug; 171(15):3666-79. doi:
10.1111/bph.12717
. [PMID: 24712707] - Adriana Miriam Domínguez-Ramírez, Patricia Carrillo Calzadilla, Alma Rosa Cortés-Arroyo, Marcela Hurtado Y de la Peña, José Raúl Medina López, Martín Gómez-Hernández, Francisco Javier López-Muñoz. High-performance liquid chromatographic assay for metamizol metabolites in rat plasma: application to pharmacokinetic studies.
Journal of pharmaceutical and biomedical analysis.
2012 Dec; 71(?):173-8. doi:
10.1016/j.jpba.2012.07.029
. [PMID: 22917546] - Sebastian Broecker, Sieglinde Herre, Fritz Pragst. General unknown screening in hair by liquid chromatography-hybrid quadrupole time-of-flight mass spectrometry (LC-QTOF-MS).
Forensic science international.
2012 May; 218(1-3):68-81. doi:
10.1016/j.forsciint.2011.10.004
. [PMID: 22036310] - 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] - T Hohlfeld, N Zimmermann, A-A Weber, G Jessen, H Weber, K Schrör, H-D Höltje, R Ebel. Pyrazolinone analgesics prevent the antiplatelet effect of aspirin and preserve human platelet thromboxane synthesis.
Journal of thrombosis and haemostasis : JTH.
2008 Jan; 6(1):166-73. doi:
10.1111/j.1538-7836.2007.02800.x
. [PMID: 17944992] - A Mary Vilay, Mariann D Churchwell, Bruce A Mueller. Clinical review: Drug metabolism and nonrenal clearance in acute kidney injury.
Critical care (London, England).
2008; 12(6):235. doi:
10.1186/cc7093
. [PMID: 19040780] - E Diot, P Corcia, N Zannad, M-A Chauvet, M-J Borie, F Maillot. [Favorable outcome of acute porphyric neuropathy after treatment with heme arginate].
Revue neurologique.
2007 Nov; 163(11):1100-2. doi:
10.1016/s0035-3787(07)74184-x
. [PMID: 18033050] - Burkhard Hinz, Olga Cheremina, Jouri Bachmakov, Bertold Renner, Oliver Zolk, Martin F Fromm, Kay Brune. Dipyrone elicits substantial inhibition of peripheral cyclooxygenases in humans: new insights into the pharmacology of an old analgesic.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2007 Aug; 21(10):2343-51. doi:
10.1096/fj.06-8061com
. [PMID: 17435173] - S C Pierre, R Schmidt, C Brenneis, M Michaelis, G Geisslinger, K Scholich. Inhibition of cyclooxygenases by dipyrone.
British journal of pharmacology.
2007 Jun; 151(4):494-503. doi:
10.1038/sj.bjp.0707239
. [PMID: 17435797] - M A Artaza, J L Puerta, R Ortiz, J R Laporte. Bioavailability of two metamizole (dipyrone) solutions as single doses of 2 g versus metamizole capsules.
International journal of clinical pharmacology and therapeutics.
2002 Jul; 40(7):322-6. doi:
10.5414/cpp40322
. [PMID: 12139210] - G Suarez-Kurtz, F M Ribeiro, R C Estrela, F L Vicente, C J Struchiner. Limited-sampling strategy models for estimating the pharmacokinetic parameters of 4-methylaminoantipyrine, an active metabolite of dipyrone.
Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas.
2001 Nov; 34(11):1475-85. doi:
10.1590/s0100-879x2001001100017
. [PMID: 11668360] - M Levy, R Safadi, E Zylber-Katz, L Granit, Y Caraco. Impairment of the metabolism of dipyrone in asymptomatic carriers of the hepatitis-B virus does not occur in rapid acetylators.
European journal of clinical pharmacology.
2001 Sep; 57(6-7):461-5. doi:
10.1007/s002280100341
. [PMID: 11699610] - O Cohen, E Zylber-Katz, Y Caraco, L Granit, M Levy. Cerebrospinal fluid and plasma concentrations of dipyrone metabolites after a single oral dose of dipyrone.
European journal of clinical pharmacology.
1998 Sep; 54(7):549-53. doi:
10.1007/s002280050511
. [PMID: 9832297] - A M Klaus, Y Schlingloff, U Kleinitz, M Böttcher, H J Hapke. Pharmacokinetic study of dipyrone metabolite 4-MAA in the horse and possible implications for doping control.
Journal of veterinary pharmacology and therapeutics.
1997 Jun; 20(3):204-8. doi:
10.1111/j.1365-2885.1997.tb00096.x
. [PMID: 9185086] - J B Cui, N Z Xi, X G Jiang. [Studies on HPLC method for determination of 4-methylaminoantipyrine and relative bioavailabilities of analgin nasal drops in human volunteers].
Yao xue xue bao = Acta pharmaceutica Sinica.
1997; 32(1):65-8. doi:
NULL
. [PMID: 11243223] - M T Lautenschlager, S Viktor, U A Müller, A Hoffmann. [Comparison of serum concentrations of caffeine, 4-methylaminoantipyrine, sulfamethazine and debrisoquin following oral administration of these substances as a cocktail in type II diabetics before and after insulin therapy].
Die Pharmazie.
1996 Oct; 51(10):750-3. doi:
. [PMID: 8999440]
- N Bacracheva, F Kamali. Lack of interaction between zidovudine and 4-methyl-amino-antipyrine, the active metabolite of metamizole, in human liver in vitro.
Methods and findings in experimental and clinical pharmacology.
1995 Jun; 17(5):299-301. doi:
NULL
. [PMID: 8830197] - I Carretero, J M Vadillo, J J Laserna. Determination of antipyrine metabolites in human plasma by solid-phase extraction and micellar liquid chromatography.
The Analyst.
1995 Jun; 120(6):1729-32. doi:
10.1039/an9952001729
. [PMID: 7604956] - Y Caraco, E Zylber-Katz, L Granit, M Levy. Validity of saliva samples for the estimation of dipyrone metabolites pharmacokinetics.
Arzneimittel-Forschung.
1993 Nov; 43(11):1204-8. doi:
NULL
. [PMID: 8292065] - G Heinemeyer, H J Gramm, I Roots, R Dennhardt, W Simgen. The kinetics of metamizol and its metabolites in critical-care patients with acute renal dysfunction.
European journal of clinical pharmacology.
1993; 45(5):445-50. doi:
10.1007/bf00315516
. [PMID: 8112374] - E Zylber-Katz, L Granit, M Levy. Formation and excretion of dipyrone metabolites in man.
European journal of clinical pharmacology.
1992; 42(2):187-91. doi:
10.1007/bf00278482
. [PMID: 1618251] - H Kraul, J Truckenbrodt, A Huster, R Töpfer, A Hoffmann. Comparison of in vitro and in vivo biotransformation in patients with liver disease of differing severity.
European journal of clinical pharmacology.
1991; 41(5):475-80. doi:
10.1007/bf00626373
. [PMID: 1761077] - V Vlahov, M Badian, M Verho, N Bacracheva. Pharmacokinetics of metamizol metabolites in healthy subjects after a single oral dose of metamizol sodium.
European journal of clinical pharmacology.
1990; 38(1):61-5. doi:
10.1007/bf00314805
. [PMID: 2328750] - E Neddermann, P Rohdewald. Dose-dependent pharmacokinetics of metabolites of dipyrone in saliva.
European journal of drug metabolism and pharmacokinetics.
1988 Apr; 13(2):105-11. doi:
10.1007/bf03191311
. [PMID: 3208789] - K Hoshi, N Senda, T Igarashi, T Satoh, K Ueno, H Kitagawa. Enhancement of monomethylaminoantipyrine-induced increase of hepatic gamma-glutamyltranspeptidase activity by cobaltous chloride in rats.
Research communications in chemical pathology and pharmacology.
1986 Jan; 51(1):81-8. doi:
NULL
. [PMID: 2869556] - G M Colpi, P Politi, S Sandri, F Fanciullacci, M Biraghi, A Zanollo. [Colic and spastic states of the urinary tract. Comparison between syntropium bromide (VAL 480) with ioscine n-butylbromide and with noramidopyrine-pitofenone-fenpiverinium bromide].
Minerva urologica e nefrologica = The Italian journal of urology and nephrology.
1985 Jul; 37(3):341-8. doi:
NULL
. [PMID: 3911456] - K Hoshi, N Senda, T Igarashi, T Satoh, K Ueno, H Kitagawa. Effect of repeated administration of monomethyl-aminoantipyrine on the activities of gamma-glutamyltranspeptidase and microsomal drug metabolizing enzymes in rat liver.
Research communications in chemical pathology and pharmacology.
1985 Jun; 48(3):431-43. doi:
. [PMID: 2862671]
- G Asmardi, F Jamali. Pharmacokinetics of dipyrone in man; role of the administration route.
European journal of drug metabolism and pharmacokinetics.
1985 Apr; 10(2):121-5. doi:
10.1007/bf03189705
. [PMID: 4043141] - E Zylber-Katz, L Granit, M Levy. Plasma protein binding of dipyrone metabolites in man.
European journal of clinical pharmacology.
1985; 29(1):67-71. doi:
10.1007/bf00547371
. [PMID: 4054207] - Y Matzner, R Drexler, M Levy. Effect of dipyrone, acetylsalicylic acid and acetaminophen on human neutrophil chemotaxis.
European journal of clinical investigation.
1984 Dec; 14(6):440-3. doi:
10.1111/j.1365-2362.1984.tb01210.x
. [PMID: 6441720] - B Riou, C Richard, A Rimailho, G Bottineau, M D Trincard, P Auzépy. [Acute immunoallergic interstitial nephritis due to noramidopyrine].
Presse medicale (Paris, France : 1983).
1984 May; 13(22):1377-80. doi:
NULL
. [PMID: 6233574] - M Levy, D Flusser, E Zylber-Katz, L Granit. Plasma kinetics of dipyrone metabolites in rapid and slow acetylators.
European journal of clinical pharmacology.
1984; 27(4):453-8. doi:
10.1007/bf00549594
. [PMID: 6519153] - L Conti, P Fidani, A Chistolini, M Francesconi, G M Gandolfo, M G Mazzucconi. Detection of drug-dependent IgG antibodies with antiplatelet activity by the antiglobulin consumption assay.
Haemostasis.
1984; 14(6):480-6. doi:
10.1159/000215109
. [PMID: 6543528] - H Wolhoff, G Altrogge, W Pola, N Sistovaris. [Metamizol--acute overdose with suicidal intent].
Deutsche medizinische Wochenschrift (1946).
1983 Nov; 108(46):1761-4. doi:
10.1055/s-2008-1069822
. [PMID: 6641523] - D Mihailova, D Dimitrov, V Russeva. Studies on protein binding of analgin.
Die Pharmazie.
1983 Nov; 38(11):781-2. doi:
NULL
. [PMID: 6669605] - G Asmardi, F Jamali. High-performance liquid chromatography of dipyrone and its active metabolite in biological fluids.
Journal of chromatography.
1983 Oct; 277(?):183-9. doi:
10.1016/s0378-4347(00)84835-5
. [PMID: 6643604] - N Sistovaris, W Pola, H Wolhoff. Thin-layer chromatographic determination of major metamizole metabolites in serum and urine.
Journal of chromatography.
1983 May; 274(?):289-98. doi:
10.1016/s0378-4347(00)84432-1
. [PMID: 6874829] - U Breyer-Pfaff, M Harder, E H Egberts. Plasma levels of parent drug and metabolites in the intravenous aminopyrine breath test.
European journal of clinical pharmacology.
1982; 21(6):521-8. doi:
10.1007/bf00542049
. [PMID: 6804246] - G Hüller, K O Haustein. [Quantitative thin-layer chromatographic estimation of aminophenazone (I.N.N.), 4-methylaminophenazone and 4-aminophenazone in plasma (author's transl)].
Die Pharmazie.
1981 Aug; 36(8):546-8. doi:
NULL
. [PMID: 7291286] - I Roots, S Nigam, S Gramatzki, G Heinemeyer, A G Hildebrandt. Hybrid information provided by the 14C-aminopyrine breath test. Studies with 14C-monomethylaminoantipyrine in the guinea pig.
Naunyn-Schmiedeberg's archives of pharmacology.
1980 Aug; 313(2):175-8. doi:
10.1007/bf00498577
. [PMID: 6775236] - I N Golovistikov. [Ability of antilymphocyte sera to counteract the allogeneic inhibition of hematopoietic stem cells].
Doklady Akademii nauk SSSR.
1975 Aug; 223(5):1245-7. doi:
NULL
. [PMID: 222] - 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]