Niridazole (BioDeep_00000012723)
Secondary id: BioDeep_00001868060
human metabolite blood metabolite Volatile Flavor Compounds
代谢物信息卡片
1-(5-nitro-1,3-thiazol-2-yl)-4,5-dihydro-1H-imidazol-2-ol
化学式: C6H6N4O3S (214.0160606)
中文名称: 尼立达唑
谱图信息:
最多检出来源 Homo sapiens(blood) 66.67%
分子结构信息
SMILES: C1CN(C(=O)N1)C2=NC=C(S2)[N+](=O)[O-]
InChI: InChI=1S/C6H6N4O3S/c11-5-7-1-2-9(5)6-8-3-4(14-6)10(12)13/h3H,1-2H2,(H,7,11)
描述信息
P - Antiparasitic products, insecticides and repellents > P02 - Anthelmintics > P02B - Antitrematodals
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics
C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent
同义名列表
数据库引用编号
15 个数据库交叉引用编号
- ChEBI: CHEBI:82349
- KEGG: C19268
- KEGGdrug: D05170
- PubChem: 6093
- HMDB: HMDB0255625
- Metlin: METLIN72986
- DrugBank: DB13661
- ChEMBL: CHEMBL152632
- Wikipedia: Niridazole
- MeSH: Niridazole
- chemspider: 5868
- CAS: 61-57-4
- PMhub: MS000027051
- PubChem: 124489940
- KNApSAcK: 82349
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
- 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.
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10.1124/mol.119.115964. [PMID: 31515284] - Kuladip Jana, Prabhat K Samanta. Clinical evaluation of non-surgical sterilization of male cats with single intra-testicular injection of calcium chloride.
BMC veterinary research.
2011 Jul; 7(?):39. doi:
10.1186/1746-6148-7-39. [PMID: 21774835] - Annamaria Buschini, Lisa Ferrarini, Susanna Franzoni, Serena Galati, Mirca Lazzaretti, Francesca Mussi, Cristina Northfleet de Albuquerque, Tânia Maria Araújo Domingues Zucchi, Paola Poli. Genotoxicity revaluation of three commercial nitroheterocyclic drugs: nifurtimox, benznidazole, and metronidazole.
Journal of parasitology research.
2009; 2009(?):463575. doi:
10.1155/2009/463575. [PMID: 20981287] - J K Grover, V Vats, G Uppal, S Yadav. Anthelmintics: a review.
Tropical gastroenterology : official journal of the Digestive Diseases Foundation.
2001 Oct; 22(4):180-9. doi:
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South African medical journal = Suid-Afrikaanse tydskrif vir geneeskunde.
1996 Jan; 86(1):76-80. doi:
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Mutation research.
1992 Aug; 280(2):93-101. doi:
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Drug metabolism and disposition: the biological fate of chemicals.
1991 Mar; 19(2):508-15. doi:
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1987 Nov; 15(6):760-6. doi:
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1987 Jan; 71(1):55-6. doi:
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IARC scientific publications.
1987; ?(84):391-5. doi:
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American journal of nephrology.
1987; 7(3):221-5. doi:
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Mutagenesis.
1986 Sep; 1(5):371-4. doi:
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The Journal of urology.
1986 Jun; 135(6):1163-6. doi:
10.1016/s0022-5347(17)46024-1. [PMID: 3086571] - B C West. Niridazole-induced red/brown urine pigment is associated with increased urinary beta-glucuronidase excretion and a bladder site of formation.
Research communications in chemical pathology and pharmacology.
1986 Apr; 52(1):107-17. doi:
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Journal of medicinal chemistry.
1986 Apr; 29(4):555-61. doi:
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[Hokkaido igaku zasshi] The Hokkaido journal of medical science.
1986 Mar; 61(2):277-88. doi:
NULL. [PMID: 3087851] - A el-Zayadi, A el Fakhfakh, M Fawzy Montasser, Y A Soltan. Effect of the oral antibilharzial niridazole (ambilhar) on patients with concomitant schistosomiasis and HBs antigenaemia.
Hepato-gastroenterology.
1985 Aug; 32(4):168-70. doi:
NULL. [PMID: 4054810] - A el-Rooby. Management of hepatic schistosomiasis.
Seminars in liver disease.
1985 Aug; 5(3):263-76. doi:
10.1055/s-2008-1040623. [PMID: 3901274] - I N Oduah, M I Thabrew, G O Emerole. Covalent binding and glutathione depletion in the rat following niridazole (ambilhar) pretreatment.
Archives of toxicology.
1985 Apr; 57(1):17-24. doi:
10.1007/bf00286569. [PMID: 4015394] - T Orlowski, M Smogorzewski, J Kurkus. Niridazole as an adjunct to 'conventional' immunosuppression in kidney allograft transplantation. Long-term follow up.
Archivum immunologiae et therapiae experimentalis.
1985; 33(6):797-801. doi:
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Immunopharmacology.
1984 Oct; 8(2):61-8. doi:
10.1016/0162-3109(84)90044-4. [PMID: 6239839] - C I Valencia, B A Catto, E H Fairchild, S B Wilson, N C Maramba, L T Webster. Concentration-time course of niridazole and six metabolites in the serum of four Filipinos with Schistosoma japonicum infection.
The Journal of pharmacology and experimental therapeutics.
1984 Jul; 230(1):133-40. doi:
NULL. [PMID: 6547741] - G A Schad, M E Hellman, D W Muncey. Strongyloides stercoralis: hyperinfection in immunosuppressed dogs.
Experimental parasitology.
1984 Jun; 57(3):287-96. doi:
10.1016/0014-4894(84)90103-6. [PMID: 6723900] - I N Oduah, M I Thabrew, G O Emerole. Covalent binding of niridazole (Ambilhar) to tissue proteins of the rat.
Chemico-biological interactions.
1984 May; 49(3):299-310. doi:
10.1016/0009-2797(84)90104-2. [PMID: 6722942] - J Clarkson, D A Erasmus. Schistosoma mansoni: an in vivo study of drug-induced autophagy in the gastrodermis.
Journal of helminthology.
1984 Mar; 58(1):59-68. doi:
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The Journal of pharmacology and experimental therapeutics.
1984 Mar; 228(3):662-8. doi:
NULL. [PMID: 6707915] - R N Pugh, C H Teesdale. Long-term efficacy of single-dose oral treatment in schistosomiasis haematobium.
Transactions of the Royal Society of Tropical Medicine and Hygiene.
1984; 78(1):55-9. doi:
10.1016/0035-9203(84)90172-x. [PMID: 6369651] - A Zimber, E D Heller, K Perk, M Ianconescu, A Yaniv. Effect of lymphoproliferative disease virus and of niridazole on the in vitro blastogenic response of peripheral blood lymphocytes of turkeys.
Avian diseases.
1983 Oct; 27(4):1012-24. doi:
NULL. [PMID: 6197055] - F T Abdel Aziz, Z M Abdallah, Z A Hassan. Further studies on the effect of niridazole on urinary and biliary excretion of copper.
Journal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie.
1983 Jul; 21(7):403-5. doi:
10.1515/cclm.1983.21.7.403. [PMID: 6619738] - G S Dean, J H Playfair, D A Denham, N Noscoe. Effect of immunosuppressive or inflammatory agents on lymphatic dilatation in cats infected with Brugia pahangi.
Parasite immunology.
1983 Mar; 5(2):113-22. doi:
10.1111/j.1365-3024.1983.tb00729.x. [PMID: 6302626] - R N Pugh, C H Teesdale. Single dose oral treatment in urinary schistosomiasis: a double blind trial.
British medical journal (Clinical research ed.).
1983 Feb; 286(6363):429-32. doi:
10.1136/bmj.286.6363.429. [PMID: 6401550] - F T Abdel Aziz, Y Y Al-Tamer, A D Bashi, A Abdel-Rahim. On the effects of ambilhar on mobilisation and biliary excretion of mercury.
Journal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie.
1982 Mar; 20(3):119-21. doi:
10.1515/cclm.1982.20.3.119. [PMID: 6210742] - F T Abdel Aziz, T M Al-Khayat, N N Izzat, N Al-Jabour. Role of the thiazolyl sulphur of ambilhar as an electron donor in metal chelation.
Journal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie.
1981 Oct; 19(10):1081-3. doi:
10.1515/cclm.1981.19.10.1081. [PMID: 7310327] - J W Tracy, L T Webster. The formation of 1-thiocarbamoyl-2-imidazolidinone from niridazole in mouse intestine.
The Journal of pharmacology and experimental therapeutics.
1981 May; 217(2):363-8. doi:
NULL. [PMID: 6894465] - P Savel, A M Deluol, F Lancastre, J Cenac, R Pieron. [Comparative value of parasitological investigations and immunological reactions in the post-therapeutic surveillance of chronic urinary schistosomiasis].
Bulletin de la Societe de pathologie exotique et de ses filiales.
1981 May; 74(3):341-9. doi:
NULL. [PMID: 7285270] - H Feldmeier, K Zwingenberger, A Steiner, M Dietrich. Praziquantel compared to niridazole in schistosomiasis intercalatum therapy.
Tropenmedizin und Parasitologie.
1981 Mar; 32(1):39-42. doi:
NULL. [PMID: 7233551] - T M Al-Khayat, F T Abdel Aziz. Some studies on the effects of ambilhar on mobilisation and excretion of lead.
Journal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie.
1981 Jan; 19(1):21-3. doi:
10.1515/cclm.1981.19.1.21. [PMID: 7205155] - E Abdel-Salam, G I Higashi, K A Kamal, S Ishaac. Cell-mediated immune assay in children with Schistosoma haematobium infection and the effect of niridazole therapy.
Transactions of the Royal Society of Tropical Medicine and Hygiene.
1981; 75(2):207-14. doi:
10.1016/0035-9203(81)90318-7. [PMID: 7303134] - J Putrali, B C Dazo, L Hardjawidjaja, M Sudomo, A Barodji. A schistosomiasis pilot control project in Lindu valley, Central Sulawesi, Indonesia.
The Southeast Asian journal of tropical medicine and public health.
1980 Dec; 11(4):480-6. doi:
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The American journal of tropical medicine and hygiene.
1980 Sep; 29(5):890-4. doi:
10.4269/ajtmh.1980.29.890. [PMID: 7435791] - J W Tracy, E H Fairchild, S V Lucas, L T Webster. Isolation, characterization, and synthesis of an immunoregulatory metabolite of niridazole: 1-thiocarbamoyl-2-imidazolidinone.
Molecular pharmacology.
1980 Sep; 18(2):313-9. doi:
NULL. [PMID: 6893480] - E A Ottesen, R W Poindexter. Modulation of the host response in human schistosomiasis. II. Humoral factors which inhibit lymphocyte proliferative responses to parasite antigens.
The American journal of tropical medicine and hygiene.
1980 Jul; 29(4):592-7. doi:
10.4269/ajtmh.1980.29.592. [PMID: 7406109] - S S Pareek. Urethritis due to Schistosoma haematobium with superimposed gonorrhea.
Sexually transmitted diseases.
1980 Jul; 7(3):137-8. doi:
10.1097/00007435-198007000-00011. [PMID: 7444712] - J R Salaman, P J Griffin, R W Johnson. A controlled clinical trial of niridazole in cadaver renal transplantation.
Transplantation proceedings.
1980 Jun; 12(2):297-9. doi:
NULL. [PMID: 6994298] - A Ottolenghi, J E Larsh, N F Weatherly. Phospholipase B levels in fecal pellets from mice infected with Trichinella spiralis, Hymenolepis nana, and Schistosoma mansoni.
The American journal of tropical medicine and hygiene.
1980 May; 29(3):393-400. doi:
10.4269/ajtmh.1980.29.393. [PMID: 7386719] - D Belut, D A Moneret-Vautrin, J P Nicolas, J P Grilliat. IgE levels in intestinal juice.
Digestive diseases and sciences.
1980 May; 25(5):323-32. doi:
10.1007/bf01308055. [PMID: 7371471] - R Pieron, B Lesobre, Y Mafart, F Lancastre. [Oltipraz as brief treatment of schistosomiasis (comparison with niridazole) (author's transl)].
Medecine tropicale : revue du Corps de sante colonial.
1980 May; 40(3):301-11. doi:
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Transplantation.
1980 Apr; 29(4):306-7. doi:
10.1097/00007890-198004000-00009. [PMID: 6989050] - D M Roxe, C Siew, F Siddiqui, I Lang, G S Rao. Mutagenic activity of urinary pigments from patients on antischistosomal therapy with niridazole.
Mutation research.
1980 Apr; 77(4):367-70. doi:
10.1016/0165-1218(80)90010-5. [PMID: 6990254] - J L Blumer, J M Simpson, S V Lucas, L T Webster. Toxicogenetics of niridazole in inbred mice.
The Journal of pharmacology and experimental therapeutics.
1980 Mar; 212(3):509-13. doi:
NULL. [PMID: 7359350] - S Ahlstedt. Experimental Escherichia coli 06 infection in mice. II. Protective factors of immunity after immunosuppression.
Scandinavian journal of infectious diseases. Supplementum.
1980; Suppl 24(?):216-9. doi:
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Transactions of the Royal Society of Tropical Medicine and Hygiene.
1980; 74(5):609-13. doi:
10.1016/0035-9203(80)90150-9. [PMID: 7210112] - O Bulay, K Patil, R Wilson, P Shubik. Kidney tumors induced in rats by the antischistosomal drug niridazole.
Cancer research.
1979 Dec; 39(12):4996-5002. doi:
NULL. [PMID: 498126] - J L Blumer, J M Simpson, S V Lucas, L T Webster. Effect of niridazole and niridazole immunoregulatory factor (NIF) on cutaneous delayed hypersensitivity in mice.
Immunopharmacology.
1979 Dec; 2(1):51-61. doi:
10.1016/0162-3109(79)90020-1. [PMID: 553082] - A B Oyediran. Renal disease due to schistosomiasis of the lower urinary tract.
Kidney international.
1979 Jul; 16(1):15-22. doi:
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Journal of immunology (Baltimore, Md. : 1950).
1979 Jul; 123(1):143-5. doi:
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Yao xue xue bao = Acta pharmaceutica Sinica.
1979 Jun; 14(6):379-84. doi:
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The Journal of urology.
1979 May; 121(5):630-4. doi:
10.1016/s0022-5347(17)56913-x. [PMID: 439260] - R G Moulton, J C Daniels. Effect of niridazole on mitogen induced lymphocyte proliferation.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.).
1979 Mar; 160(3):378-81. doi:
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South African medical journal = Suid-Afrikaanse tydskrif vir geneeskunde.
1978 Nov; 54(21):871-2. doi:
NULL. [PMID: 746401] - W Solbach, H Wagner, M Röllinghoff. Effect of niridazole in cellular immunity in vivo and in vitro.
Clinical and experimental immunology.
1978 Jun; 32(3):411-8. doi:
NULL. [PMID: 357051] - O Bulay, D B Clayson, P Shubik. Carcinogenic effects of niridazole in rats.
Cancer letters.
1978 Jun; 4(6):305-10. doi:
10.1016/s0304-3835(78)95392-2. [PMID: 667812] - J J Miller, B M Jones, P R Massey, J R Salaman. Improved procedure for the determination of niridazole in biological fluids by high-performance liquid chromatography.
Journal of chromatography.
1978 Jan; 147(?):507-8. doi:
10.1016/s0021-9673(00)85182-1. [PMID: 621260] - M T Khayyal, A H Mousa, S Saleh, M A Abo-HASHISH, A A Metwally. Effect of niridazole on the lipid pattern of the parasite and host tissues in experimental schistosomiasis mansoni.
Egyptian journal of bilharziasis.
1978; 4(1):89-96. doi:
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Egyptian journal of bilharziasis.
1978; 5(1-2):49-57. doi:
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Egyptian journal of bilharziasis.
1978; 5(1-2):59-69. doi:
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Journal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie.
1978 Jan; 16(1):11-3. doi:
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Clinical pharmacology and therapeutics.
1977 Nov; 22(5 Pt 1):568-72. doi:
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British medical journal.
1977 Sep; 2(6090):792-5. doi:
10.1136/bmj.2.6090.792. [PMID: 334335] - B M Jones, M Bird, M Howells, P R Massey, D Millar, J J Miller, S Reeves, J R Salaman. Inhibition of human mixed lymphocyte reactions by sera and urine dialysates from niridazole-treated rats.
Transplantation.
1977 Aug; 24(2):134-140. doi:
10.1097/00007890-197708000-00007. [PMID: 143090] - U H Rudofsky, B Pollara. Studies on the pathogenesis of experimental autoimmune renal tubulointerstitial disease in guinea-pigs. IV. failure to inhibit mononuclear cell accumulation with niridazole.
Clinical and experimental immunology.
1977 Mar; 27(3):522-5. doi:
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Kidney international.
1977 Mar; 11(3):170-80. doi:
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Journal of immunology (Baltimore, Md. : 1950).
1977 Feb; 118(2):418-22. doi:
NULL. [PMID: 320258] - J J Miller, R J Oake. Gas-liquid chromatographic determination of niridazole in biological fluids.
Journal of chromatography.
1977 Jan; 131(?):442-3. doi:
10.1016/s0021-9673(00)80966-8. [PMID: 853104] - A K Al-Mallah, F T Abdel Aziz, R R Hassanein. Further studies on the effect of Ambilhar on serum choline esterase and transaminases.
Zentralblatt fur Veterinarmedizin. Reihe A.
1977 Jan; 24(1):76-80. doi:
10.1111/j.1439-0442.1977.tb01552.x. [PMID: 402061] - B O Duke, P J Moore. The use of a molluscicide in conjunction with chemotherapy to control Schistosoma haematobium at the Barombi Lake foci in Cameroon. II. Urinary examination methods, the use of niridazole to attack the parasite in man, and the effect on transmission from man to snail.
Tropenmedizin und Parasitologie.
1976 Dec; 27(4):489-504. doi:
NULL. [PMID: 1006804] - M M Mikhail, M M Mansour. The relationship between serum carnitine levels and the nutritional status of patients with schistosomiasis.
Clinica chimica acta; international journal of clinical chemistry.
1976 Sep; 71(2):207-14. doi:
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