Procarbazine (BioDeep_00000003256)
Secondary id: BioDeep_00000406248
human metabolite blood metabolite Chemicals and Drugs
代谢物信息卡片
4-[(2-methylhydrazin-1-yl)methyl]-N-(propan-2-yl)benzamide
化学式: C12H19N3O (221.1528)
中文名称: 丙卡巴肼, 甲基苄肼
谱图信息:
最多检出来源 Homo sapiens(blood) 7.27%
分子结构信息
SMILES: CC(C)NC(=O)C1=CC=C(C=C1)CNNC
InChI: InChI=1S/C12H19N3O/c1-9(2)15-12(16)11-6-4-10(5-7-11)8-14-13-3/h4-7,9,13-14H,8H2,1-3H3,(H,15,16)
描述信息
Procarbazine is only found in individuals that have used or taken this drug. It is an antineoplastic agent used primarily in combination with mechlorethamine, vincristine, and prednisone (the MOPP protocol) in the treatment of Hodgkins disease. [PubChem]The precise mode of cytotoxic action of procarbazine has not been clearly defined. There is evidence that the drug may act by inhibition of protein, RNA and DNA synthesis. Studies have suggested that procarbazine may inhibit transmethylation of methyl groups of methionine into t-RNA. The absence of functional t-RNA could cause the cessation of protein synthesis and consequently DNA and RNA synthesis. In addition, procarbazine may directly damage DNA. Hydrogen peroxide, formed during the auto-oxidation of the drug, may attack protein sulfhydryl groups contained in residual protein which is tightly bound to DNA.
L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01X - Other antineoplastic agents > L01XB - Methylhydrazines
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent
D000970 - Antineoplastic Agents
同义名列表
37 个代谢物同义名
4-[(2-methylhydrazin-1-yl)methyl]-N-(propan-2-yl)benzamide; Cambridge laboratories brand OF procarbazine hydrochloride; N-(1-Methylethyl)-4-((2-methylhydrazino)methyl)benzamide; N-Isopropyl-4-[(2-methylhydrazino)methyl]benzamide; 4-((2-Methylhydrazino)methyl)-N-isopropylbenzamide; 1-Methyl-2-(p-(isopropylcarbamoyl)benzyl)hydrazine; N-Isopropyl-alpha-(2-methylhydrazino)-p-toluamide; N-Isopropyl-p-(2-methylhydrazinomethyl)-benzamide; p-(2-Methylhydrazinomethyl)-N-isopropylbenzamide; 2-(p-Isopropylcarbamoylbenzyl)-1-methylhydrazine; N-4-Isopropylcarbamoylbenzyl-n-methylhydrazine; N-Isopropyl-α-(2-methylhydrazino)-p-toluamide; N-Isopropyl-a-(2-methylhydrazino)-p-toluamide; Sigma tau brand OF procarbazine hydrochloride; Sigma-tau brand OF procarbazine hydrochloride; Roche brand OF procarbazine hydrochloride; Monohydrochloride, procarbazine; Sigma-tau brand OF procarbazine; Monohydrobromide, procarbazine; Procarbazine monohydrochloride; Procarbazine monohydrobromide; Hydrochloride, procarbazine; Procarbazine hydrochloride; Ibenzmethyzine; Ibenzmethyzin; Procarbazinum; procarbazine; Procarbazina; Procarbazin; Matulane; Natulan; MBH; IBZ; MIH; PCX; Procarbazine; Procarbazine
数据库引用编号
17 个数据库交叉引用编号
- ChEBI: CHEBI:71417
- KEGG: C07402
- KEGGdrug: D08423
- PubChem: 4915
- HMDB: HMDB0015299
- Metlin: METLIN2105
- DrugBank: DB01168
- ChEMBL: CHEMBL1321
- Wikipedia: Procarbazine
- MeSH: Procarbazine
- chemspider: 4746
- CAS: 671-16-9
- PMhub: MS000008643
- PubChem: 9606
- NIKKAJI: J3.018J
- RefMet: Procarbazine
- KNApSAcK: 71417
分类词条
相关代谢途径
Reactome(0)
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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。
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文献列表
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". [PMID: 9863121] - K R Imrie, B Sheridan, R Colwill, M Crump, A K Stewart, J McCrae, R Danish, D Sutton, F Romeyer, A Keating. A phase I study of interleukin-6 after autologous bone marrow transplantation for patients with poor prognosis Hodgkin's disease.
Leukemia & lymphoma.
1997 May; 25(5-6):555-63. doi:
10.3109/10428199709039044. [PMID: 9250827] - M Engelhard, G Brittinger, D Huhn, H H Gerhartz, P Meusers, W Siegert, E Thiel, W Wilmanns, U Aydemir, S Bierwolf, H Griesser, M Tiemann, K Lennert. Subclassification of diffuse large B-cell lymphomas according to the Kiel classification: distinction of centroblastic and immunoblastic lymphomas is a significant prognostic risk factor.
Blood.
1997 Apr; 89(7):2291-7. doi:
NULL. [PMID: 9116271] - S E Kaba, A P Kyritsis, K Hess, W K Yung, R Mercier, S Dakhil, K A Jaeckle, V A Levin. TPDC-FuHu chemotherapy for the treatment of recurrent metastatic brain tumors.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology.
1997 Mar; 15(3):1063-70. doi:
10.1200/jco.1997.15.3.1063. [PMID: 9060546] - N Katsumata, Y Matsuno, H Nakayama, T Takenaka, Y Kobayashi, K Takeyama, M Narabayashi, T Fukushima, T Yokozawa, M Nakata, K Tajima, H Ikeda, K Tobinai. Prognostic factors and a predictive model of follicular lymphoma: a 25-year study at a single institution in Japan.
Japanese journal of clinical oncology.
1996 Dec; 26(6):445-54. doi:
10.1093/oxfordjournals.jjco.a023262. [PMID: 9001350] - J Heikens, H Behrendt, R Adriaanse, A Berghout. Irreversible gonadal damage in male survivors of pediatric Hodgkin's disease.
Cancer.
1996 Nov; 78(9):2020-4. doi:
10.1002/(sici)1097-0142(19961101)78:9<2020::aid-cncr25>3.0.co;2-y. [PMID: 8909325] - M L Meistrich, G Wilson, W S Ye, C Thrash, I Huhtaniemi. Relationship among hormonal treatments, suppression of spermatogenesis, and testicular protection from chemotherapy-induced damage.
Endocrinology.
1996 Sep; 137(9):3823-31. doi:
10.1210/endo.137.9.8756553. [PMID: 8756553] - F Cervantes, J Briones, M Bruguera, C Font, J M Grau, C Rozman, E Montserrat. Hodgkin's disease presenting as a cholestatic febrile illness: incidence and main characteristics in a series of 421 patients.
Annals of hematology.
1996 Jun; 72(6):357-60. doi:
10.1007/s002770050186. [PMID: 8767104] - A O Adeeko, E Dunne, J Mather, A Moore, I D Morris. Testicular germ cell populations in the adult rat after continuous in-vivo testicular infusion of inhibin-A and activin-A.
International journal of andrology.
1996 Apr; 19(2):69-76. doi:
10.1111/j.1365-2605.1996.tb00438.x. [PMID: 8737036] - N Niitsu, M Umeda. COP-BLAM regimen combined with granulocyte colony-stimulating factor and high-grade non-Hodgkin's lymphoma.
European journal of haematology.
1995 Aug; 55(2):88-92. doi:
10.1111/j.1600-0609.1995.tb01815.x. [PMID: 7543059] - M Kangasniemi, G Wilson, N Parchuri, I Huhtaniemi, M L Meistrich. Rapid protection of rat spermatogenic stem cells against procarbazine by treatment with a gonadotropin-releasing hormone antagonist (Nal-Glu) and an antiandrogen (flutamide).
Endocrinology.
1995 Jul; 136(7):2881-8. doi:
10.1210/endo.136.7.7789313. [PMID: 7789313] - R Dengler, A Plewan, U Münstermann, R Busch, G Eger, B Emmerich. Urinary excretion of proteolyzed alpha1-antitrypsin: specificity, quantitation, and relation to therapy response in patients with acute myeloid leukemia.
Clinical cancer research : an official journal of the American Association for Cancer Research.
1995 Feb; 1(2):199-205. doi:
NULL. [PMID: 9815974] - M Bendandi, A Zaccaria, P L Zinzani, G Visani, V Stefanati, F Cantagalli, A Mancino, S Macchi, F Simoncelli, S Tura. Factor VIII inhibitor prior to and during secondary acute nonlymphocytic leukemia in a patient with cured Hodgkin's disease.
Leukemia & lymphoma.
1995 Feb; 16(5-6):511-3. doi:
10.3109/10428199509054441. [PMID: 7540464] - S T Clark, J A Radford, D Crowther, R Swindell, S M Shalet. Gonadal function following chemotherapy for Hodgkin's disease: a comparative study of MVPP and a seven-drug hybrid regimen.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology.
1995 Jan; 13(1):134-9. doi:
10.1200/jco.1995.13.1.134. [PMID: 7799013] - B Zdziarska, P Nowacki, B Millo. [Dysfunction of the blood-brain barrier in patients with acute leukemias or lymphomas of high grade malignancy].
Acta haematologica Polonica.
1995; 26(3):299-304. doi:
NULL. [PMID: 8525776] - M T Ebron-McCoy, H P Nichols, J E Andrews, R J Kavlock. Profile of procarbazine-induced embryotoxicity in an embryo hepatocyte co-culture system and after in utero glutathione depletion.
Teratogenesis, carcinogenesis, and mutagenesis.
1995; 15(1):33-42. doi:
10.1002/tcm.1770150105. [PMID: 7604390] - N Niitsu, M Umeda. [Type III procollagen N-terminal peptide and type IV collagen-7S level in the serum and BALF of patients with non-Hodgkin's lymphoma before and after chemotherapy].
[Rinsho ketsueki] The Japanese journal of clinical hematology.
1994 Nov; 35(11):1267-75. doi:
NULL. [PMID: 7529840] - J E Andrews, M Ebron-McCoy, F Copeland, J J Glennon. Evaluation of the dysmorphogenic effects of procarbazine, benzylazoxyprocarbazine, and methylazoxyprocarbazine in whole embryo culture.
Toxicology and applied pharmacology.
1994 Jun; 126(2):260-6. doi:
10.1006/taap.1994.1115. [PMID: 8209378] - J A Delmez, S H Safdar, J M Kissane. The successful treatment of recurrent nephrotic syndrome with the MOPP regimen in a patient with a remote history of Hodgkin's disease.
American journal of kidney diseases : the official journal of the National Kidney Foundation.
1994 May; 23(5):743-6. doi:
10.1016/s0272-6386(12)70288-3. [PMID: 8172220] - P M Patel, P J Selby, M A Graham, C Viner, D R Newell, T J McElwain. Pharmacokinetics of high dose methylprednisolone and use in hematological malignancies.
Hematological oncology.
1993 Mar; 11(2):89-96. doi:
10.1002/hon.2900110206. [PMID: 8406379] - R Liang, D Todd, T K Chan, E Chiu, A Lie, F Ho. COPP chemotherapy for elderly patients with intermediate and high grade non-Hodgkin's lymphoma.
Hematological oncology.
1993 Jan; 11(1):43-50. doi:
10.1002/hon.2900110106. [PMID: 7686880] - F E Johnson, W G Doubek, K C Tolman, C G Janney. Testicular cytotoxicity of intravenous procarbazine in rats.
Surgical oncology.
1993; 2(1):77-81. doi:
10.1016/0960-7404(93)90047-3. [PMID: 8252196] - E D Kreuser, D Felsenberg, C Behles, H Seibt-Jung, M Mielcarek, V Diehl, E Dahmen, E Thiel. Long-term gonadal dysfunction and its impact on bone mineralization in patients following COPP/ABVD chemotherapy for Hodgkin's disease.
Annals of oncology : official journal of the European Society for Medical Oncology.
1992 Sep; 3 Suppl 4(?):105-10. doi:
10.1093/annonc/3.suppl_4.s105. [PMID: 1280463] - S Wada, H Kitamura, Y Matsuura, Y Katayama, H Ohkawa, N Kugai, K Motoyoshi, Y Fuse, N Nagata. Parathyroid hormone-related protein as a cause of hypercalcemia in a B-cell type malignant lymphoma.
Internal medicine (Tokyo, Japan).
1992 Aug; 31(8):968-72. doi:
10.2169/internalmedicine.31.968. [PMID: 1335805] - A M Oza, T S Ganesan, M Dorreen, P W Johnson, J Waxman, W Gregory, J Lim, J Wright, L Dadiotis, V Barbounis. Patterns of survival in patients with advanced Hodgkin's disease (HD) treated in a single centre over 20 years.
British journal of cancer.
1992 Mar; 65(3):429-37. doi:
10.1038/bjc.1992.88. [PMID: 1558800] - D Schuler, P Somló, R Koóos, R Kálmánchey, E Paraicz. Treatment of malignant scala posterior brain tumors in children: the chemotherapy of relapsed medulloblastoma with a dibromdulcitol containing drug regime and pharmacokinetic studies of dibromdulcitol in children.
Medical and pediatric oncology.
1992; 20(4):312-4. doi:
10.1002/mpo.2950200408. [PMID: 1608353] - N Arai, A Hara, M Umeda, T Shirai. [Hodgkin's disease associated with LDH-M subunit deficiency].
[Rinsho ketsueki] The Japanese journal of clinical hematology.
1991 Nov; 32(11):1521-5. doi:
NULL. [PMID: 1758064] - A Gause, K Verpoort, V Roschansky, A Tschiersch, D Hasenclever, R Schmits, V Diehl, O Brosteanu, M Pfreundschuh. The clinical significance of serum CD8 antigen levels in adult patients with Hodgkin's disease.
Annals of oncology : official journal of the European Society for Medical Oncology.
1991 Sep; 2(8):579-83. doi:
10.1093/oxfordjournals.annonc.a058024. [PMID: 1724380] - J Malejczyk, A Osiecka, A Hyc, S Moskalewski. Effect of immunosuppression on rejection of cartilage formed by transplanted allogeneic rib chondrocytes in mice.
Clinical orthopaedics and related research.
1991 Aug; ?(269):266-73. doi:
NULL. [PMID: 1864049] - R Munker, W Nathrath, W Permanetter, J M Gokel. [Lennert's lymphoma and glomerulonephritis].
Deutsche medizinische Wochenschrift (1946).
1991 Jul; 116(30):1136-40. doi:
10.1055/s-2008-1063726. [PMID: 1713146] - M R Ranson, J A Radford, R Swindell, D P Deakin, P M Wilkinson, M Harris, R J Johnson, D Crowther. An analysis of prognostic factors in stage III and IV Hodgkin's disease treated at a single centre with MVPP.
Annals of oncology : official journal of the European Society for Medical Oncology.
1991 Jun; 2(6):423-9. doi:
10.1093/oxfordjournals.annonc.a057978. [PMID: 1768629] - J R Carrión, J R Delgado, S Dominguez, E Flores, P Garcia, J Jaen, J A Santos. ProMACE-C-MOPP in aggressive non-Hodgkin's lymphoma. Long-term results in 45 patients treated in a single institution.
Acta oncologica (Stockholm, Sweden).
1991; 30(7):823-9. doi:
10.3109/02841869109091829. [PMID: 1764274] - C Domeyer, U Schulte-Overberg, I Boll, E Baumgarten, C Bührer, R Fengler, G Henze. Erythroblastopenia in two patients after splenectomy and polychemotherapy.
The American journal of pediatric hematology/oncology.
1991; 13(3):320-5. doi:
10.1097/00043426-199123000-00013. [PMID: 1793159] - M J Harding, L J McNulty, J Paul, F Lee, A Brown, M Soukop. Mechlorethamine, vinblastine, procarbazine and prednisolone (MVPP) for advanced Hodgkin's disease.
European journal of cancer (Oxford, England : 1990).
1991; 27(8):1002-6. doi:
10.1016/0277-5379(91)90268-i. [PMID: 1832882] - M Dabrowska, H Kemona, J Prokopowicz, J Kretowska, S Kiluk. Serum antithrombin III and alpha-2-antiplasmin concentrations in patients with Hodgkin's disease in the course of chemotherapy.
Neoplasma.
1991; 38(3):249-52. doi:
NULL. [PMID: 1713303] - T T Ortin, C A Shostak, S S Donaldson. Gonadal status and reproductive function following treatment for Hodgkin's disease in childhood: the Stanford experience.
International journal of radiation oncology, biology, physics.
1990 Oct; 19(4):873-80. doi:
10.1016/0360-3016(90)90007-7. [PMID: 2211255] - A E Rogers, R Akhtar, S H Zeisel. Procarbazine carcinogenicity in methotrexate-treated or lipotrope-deficient male rats.
Carcinogenesis.
1990 Sep; 11(9):1491-5. doi:
10.1093/carcin/11.9.1491. [PMID: 2401040] - P Sonneveld, K van Lom, M Kappers-Klunne, M E Prins, J Abels. Clinicopathological diagnosis and treatment of malignant histiocytosis.
British journal of haematology.
1990 Aug; 75(4):511-6. doi:
10.1111/j.1365-2141.1990.tb07791.x. [PMID: 2207002] - D J Straus, J J Gaynor, J Myers, D P Merke, J Caravelli, D Chapman, J Yahalom, B D Clarkson. Prognostic factors among 185 adults with newly diagnosed advanced Hodgkin's disease treated with alternating potentially noncross-resistant chemotherapy and intermediate-dose radiation therapy.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology.
1990 Jul; 8(7):1173-86. doi:
10.1200/jco.1990.8.7.1173. [PMID: 1694235] - I D Morris, C W Bardin, G Gunsalus, J A Ward. Prolonged suppression of spermatogenesis by oestrogen does not preserve the seminiferous epithelium in procarbazine-treated rats.
International journal of andrology.
1990 Jun; 13(3):180-9. doi:
10.1111/j.1365-2605.1990.tb00975.x. [PMID: 2117584] - J A Talbot, S M Shalet, A Tsatsoulis, M Grabinski, W R Robertson. Luteinizing hormone pulsatility in men with damage to the germinal epithelium.
International journal of andrology.
1990 Jun; 13(3):223-31. doi:
10.1111/j.1365-2605.1990.tb00980.x. [PMID: 2387642] - L Y Fong, D E Jensen, P N Magee. DNA methyl-adduct dosimetry and O6-alkylguanine-DNA alkyl transferase activity determinations in rat mammary carcinogenesis by procarbazine and N-methylnitrosourea.
Carcinogenesis.
1990 Mar; 11(3):411-7. doi:
10.1093/carcin/11.3.411. [PMID: 2311184] - J F Velez de la Calle, B Jégou. Protection by steroid contraceptives against procarbazine-induced sterility and genotoxicity in male rats.
Cancer research.
1990 Feb; 50(4):1308-15. doi:
NULL. [PMID: 2137028] - J A Ward, J Robinson, B J Furr, S M Shalet, I D Morris. Protection of spermatogenesis in rats from the cytotoxic procarbazine by the depot formulation of Zoladex, a gonadotropin-releasing hormone agonist.
Cancer research.
1990 Feb; 50(3):568-74. doi:
. [PMID: 2137024] - R Alter, S S Joshi, J D Verdirame, D D Weisenburger. Pure red cell aplasia associated with B cell lymphoma: demonstration of bone marrow colony inhibition by serum immunoglobulin.
Leukemia research.
1990; 14(3):279-86. doi:
10.1016/0145-2126(90)90136-w. [PMID: 1690829] - W Krause, K H Pflüger. Treatment with the gonadotropin-releasinghormone agonist buserelin to protect spermatogenesis against cytotoxic treatment in young men.
Andrologia.
1989 May; 21(3):265-70. doi:
NULL. [PMID: 2476046]
