Nimustine (BioDeep_00000181680)
human metabolite blood metabolite
代谢物信息卡片
2-chloro-N-{[(6-imino-2-methyl-1,6-dihydropyrimidin-5-yl)methyl]-C-hydroxycarbonimidoyl}-N-nitrosoethan-1-amine
化学式: C9H13ClN6O2 (272.0788468)
中文名称: 尼莫司汀
谱图信息:
最多检出来源 Homo sapiens(blood) 4.17%
分子结构信息
SMILES: CC1=NC=C(C(=N1)N)CNC(=O)N(CCCl)N=O
InChI: InChI=1S/C9H13ClN6O2/c1-6-12-4-7(8(11)14-6)5-13-9(17)16(15-18)3-2-10/h4H,2-3,5H2,1H3,(H,13,17)(H2,11,12,14)
描述信息
L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01A - Alkylating agents > L01AD - Nitrosoureas
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent
D000970 - Antineoplastic Agents
同义名列表
9 个代谢物同义名
2-chloro-N-{[(6-imino-2-methyl-1,6-dihydropyrimidin-5-yl)methyl]-C-hydroxycarbonimidoyl}-N-nitrosoethan-1-amine; 2-chloro-N-{[(4-imino-2-methyl-3H-pyrimidin-5-yl)methyl]-C-hydroxycarbonimidoyl}-N-nitrosoethanamine; 1-(4-Amino-2-methyl-5-pyrimidinyl)methyl-3-(2-chloroethyl)-3-nitrosourea; 3-(4-Amino-2-methyl-5-pyrimidinyl)methyl-1-(2-chloroethyl)-1-nitrosourea; nimustine hydrochloride; Nimustinum; Nimustina; NIMUSTINE; ACNU
数据库引用编号
8 个数据库交叉引用编号
- ChEBI: CHEBI:75270
- PubChem: 39214
- HMDB: HMDB0255613
- DrugBank: DB13069
- ChEMBL: CHEMBL136737
- Wikipedia: Nimustine
- MeSH: Nimustine
- CAS: 42471-28-3
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
- Dong-Yi Yang, Xue Cheng, Xing-Yao Bu, Zhao-Yue Yan, Ming-Qi Qu, Yue-Wu Zhao, Ling-Fei Kong, Yao-Wei Wang, Jian-Chao Luo. Granulocyte-macrophage colony stimulating factor enhances efficacy of nimustine rendezvousing with temozolomide plus irradiation in patients with glioblastoma.
Technology and health care : official journal of the European Society for Engineering and Medicine.
2022 Oct; ?(?):. doi:
10.3233/thc-220194. [PMID: 36314174] - Makoto Akiyoshi, Masami Akiyoshi. A case of feline large granular lymphocyte lymphoma with complete remission and long survival by surgical resection and adjuvant nimustine administration.
Veterinary medicine and science.
2021 11; 7(6):2103-2107. doi:
10.1002/vms3.612. [PMID: 34405564] - 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] - Qinghao Zhang, Mei Gao, Guifen Luo, Xiaofeng Han, Wenjing Bao, Yanyan Cheng, Wang Tian, Maocai Yan, Guanlin Yang, Jing An. Enhancement of Radiation Sensitivity in Lung Cancer Cells by a Novel Small Molecule Inhibitor That Targets the β-Catenin/Tcf4 Interaction.
PloS one.
2016; 11(3):e0152407. doi:
10.1371/journal.pone.0152407. [PMID: 27014877] - Barbara Ingold, Peter Schraml, Frank L Heppner, Holger Moch. Homogeneous MGMT immunoreactivity correlates with an unmethylated MGMT promoter status in brain metastases of various solid tumors.
PloS one.
2009; 4(3):e4775. doi:
10.1371/journal.pone.0004775. [PMID: 19274096] - Yuichi Kakudo, Takashi Yoshioka, Santaro Noguchi, Masahito Hanada, Kazunori Otsuka, Masato Sakayori, Natsuko Chiba, Hiroyuki Shibata, Shunsuke Kato, Hideki Shimodaira, Hisatsugu Ohori, Shin Takahashi, Masanobu Takahashi, Gengo Yamaura, Katsuhiro Yasuda, Chikashi Ishioka. [A case of malignant melanoma from the esophagus responding to weekly paclitaxel therapy].
Gan to kagaku ryoho. Cancer & chemotherapy.
2006 Jul; 33(7):969-72. doi:
NULL. [PMID: 16835489] - Akiko Ishii, Takeshi Nishiguchi, Takayuki Kitagawa, Munehiko Yagi, Arata Hakamada, Ken-Ichi Isoda, Ichiro Kurokawa, Kazuo Hara, Hitoshi Mizutani. A case of epidermotropic metastatic malignant melanoma with multiple nodular lesions of the scalp.
The Journal of dermatology.
2005 Oct; 32(10):821-6. doi:
10.1111/j.1346-8138.2005.tb00852.x. [PMID: 16361735] - N Morikawa, T Mori, T Abe, H Kawashima, M Takeyama, S Hori. Pharmacokinetics of cytosine arabinoside, methotrexate, nimustine and valproic acid in cerebrospinal fluid during cerebrospinal fluid perfusion chemotherapy.
Biological & pharmaceutical bulletin.
2000 Jun; 23(6):784-7. doi:
10.1248/bpb.23.784. [PMID: 10864038] - A Hueber, S Durka, M Weller. CD95-mediated apoptosis: no variation in cellular sensitivity during cell cycle progression.
FEBS letters.
1998 Aug; 432(3):155-7. doi:
10.1016/s0014-5793(98)00855-2. [PMID: 9720915] - N Morikawa, T Mori, H Kawashima, M Fujiki, T Abe, T Kaku, Y Konisi, M Takeyama, S Hori. Pharmacokinetics of nimustine, methotrexate, and cytosine arabinoside during cerebrospinal fluid perfusion chemotherapy in patients with disseminated brain tumors.
European journal of clinical pharmacology.
1998 Jul; 54(5):415-20. doi:
10.1007/s002280050485. [PMID: 9754986] - K Becker, C M Gregel, B Kaina. The DNA repair protein O6-methylguanine-DNA methyltransferase protects against skin tumor formation induced by antineoplastic chloroethylnitrosourea.
Cancer research.
1997 Aug; 57(16):3335-8. doi:
". [PMID: 9269990] - H Akahori, K Shibuya, M Obuchi, Y Nishizawa, A Tsuji, K Kabaya, M Kusaka, H Ohashi, H Tsumura, T Kato, H Miyazaki. Effect of recombinant human thrombopoietin in nonhuman primates with chemotherapy-induced thrombocytopenia.
British journal of haematology.
1996 Sep; 94(4):722-8. doi:
10.1046/j.1365-2141.1996.d01-1842.x. [PMID: 8826901] - S Moriuchi, K Shimizu, Y Miyao, M Yamada, M Ohkawa, T Hayakawa. In vitro assessment for neurotoxicity of antitumor agents before local administration into central nervous system.
Anticancer research.
1996 Jan; 16(1):135-40. doi:
NULL. [PMID: 8615598] - H Schönbohn, M Schuler, K Kolbe, C Peschel, C Huber, W Bemb, W E Aulitzky. Plasma levels of IL-1, TNF alpha, IL-6, IL-8, G-CSF, and IL1-RA during febrile neutropenia: results of a prospective study in patients undergoing chemotherapy for acute myelogenous leukemia.
Annals of hematology.
1995 Oct; 71(4):161-8. doi:
10.1007/bf01910312. [PMID: 7578521] - B C Schem, S Roszinski, B K Krossnes, O Mella. Timing of hypertonic glucose and thermochemotherapy with 1-(4-amino-2-methylpyrimidine-5-yl) methyl-3-(2-chloroethyl)-3-nitrosourea (ACNU) in the BT4An rat glioma: relation to intratumoral pH reduction and circulatory changes after glucose supply.
International journal of radiation oncology, biology, physics.
1995 Sep; 33(2):409-16. doi:
10.1016/0360-3016(95)00167-w. [PMID: 7673028] - 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] - K Nakabayashi. [Kidney disorders caused by antineoplastic agents].
Nihon Naika Gakkai zasshi. The Journal of the Japanese Society of Internal Medicine.
1994 Oct; 83(10):1734-9. doi:
NULL. [PMID: 7814945] - E Watanabe, T Shimokawa, H Yamada, H Takeyama, S Natsume, T Satake. [A case of essential thrombocythemia with clonal evolution in the terminal phase].
Gan to kagaku ryoho. Cancer & chemotherapy.
1994 Mar; 21(4):539-42. doi:
. [PMID: 8129397] - R Kuroda, F Akai, H Iwasaki, J Nakatani, T Uchiyama, M Ioku, I Kaetsu. Interstitial chemotherapy with biodegradable ACNU pellet for glioblastoma.
Stereotactic and functional neurosurgery.
1994; 63(1-4):154-9. doi:
10.1159/000100308. [PMID: 7624627] - T Mure, K Sano, T Kitagawa. Modulation of membrane permeability, cell proliferation and cytotoxicity of antitumor agents by external ATP in mouse tumor cells.
Japanese journal of cancer research : Gann.
1992 Jan; 83(1):121-6. doi:
10.1111/j.1349-7006.1992.tb02361.x. [PMID: 1544868] - N Sasaoka. [Chemosensitivity assays for malignant gliomas].
Gan to kagaku ryoho. Cancer & chemotherapy.
1990 Nov; 17(11):2247-52. doi:
NULL. [PMID: 2241189] - Y Mitsuhashi, Y Sugiyama, S Ozawa, T Nitanai, K Sasahara, K Nakamura, M Tanaka, T Nishimura, M Inaba, T Kobayashi. Prediction of ACNU plasma concentration-time profiles in humans by animal scale-up.
Cancer chemotherapy and pharmacology.
1990; 27(1):20-6. doi:
10.1007/bf00689271. [PMID: 2245489] - M Kochi, J Kuratsu, Y Mihara, N Inoue, S Takaki, N Sueyoshi, N Soyama, S Uemura, Y Ushio. [Intrathecal perfusion of ACNU neurotoxicity and intrathecal pharmacokinetics in dogs].
No shinkei geka. Neurological surgery.
1989 Aug; 17(8):741-6. doi:
NULL. [PMID: 2586715] - J C Tonn, R Schönmayr, R Braun, R Seuffer. Plasma levels of ACNU in humans and tissue concentrations in the rat brain.
Journal of chemotherapy (Florence, Italy).
1989 Jul; 1(4 Suppl):1183-4. doi:
NULL. [PMID: 16312825] - S Wakisaka, N Maruoka, Y Kaji, T Moriyama, H Oyama, M Shimauchi, A Nonaka, T Goya, K Kinoshita, T Kodama. [AUFRAP therapy: combined modality treatment of malignant gliomas with intraarterial infusion of ACNU].
Gan to kagaku ryoho. Cancer & chemotherapy.
1988 Aug; 15(8 Pt 2):2405-9. doi:
NULL. [PMID: 3137877] - M Inaba, T Kobayashi, T Tashiro, Y Sakurai. Pharmacokinetic approach to rational therapeutic doses for human tumor-bearing nude mice.
Japanese journal of cancer research : Gann.
1988 Apr; 79(4):509-16. doi:
10.1111/j.1349-7006.1988.tb01620.x. [PMID: 3133339] - T Hori, K Muraoka, Y Saito, K Sasahara, H Inagaki, Y Inoue, S Adachi, Y Anno. Influence of modes of ACNU administration on tissue and blood drug concentration in malignant brain tumors.
Journal of neurosurgery.
1987 Mar; 66(3):372-8. doi:
10.3171/jns.1987.66.3.0372. [PMID: 3469331] - F Fujita, M Fujita, T Hirai, T Taguchi. [Evaluation by multiple regression analysis of factors influencing the chemosensitivity of human tumors xenografted into nude mice].
Gan to kagaku ryoho. Cancer & chemotherapy.
1987 Mar; 14(3 Pt 1):618-25. doi:
NULL. [PMID: 2950823] - H Kaneko, T Yamakawa, Y Yamanaka, Y Sekizawa, S Togo, K Nishiyama, S Tsuchiya. [Clinical or experimental use of an anticancer drug-oil suspension and its characteristics].
Gan to kagaku ryoho. Cancer & chemotherapy.
1986 Jul; 13(7):2363-9. doi:
NULL. [PMID: 3015042] - M Kobayashi, K Imai, K Nakai, F Kumasaka, T Suzuki, Y Ito, H Yamanaka, S Sugihara. [Chemotherapy of renal cell carcinoma. 2. Combined chemotherapy using ACNU and VBL].
Hinyokika kiyo. Acta urologica Japonica.
1986 Mar; 32(3):375-83. doi:
NULL. [PMID: 3460318] - R A Joss, P Siegenthaler, C Ludwig, P Alberto, M M Castiglione, F Cavalli. Phase II trial of nimustine (ACNU; 3-[4-amino-2-methyl-5-pyrimidinyl) methyl]-1-(2-chloroethyl)-1-nitrosourea hydrochloride) in patients with small cell carcinoma of the lung after failure on combination chemotherapy.
Investigational new drugs.
1986; 4(2):175-9. doi:
10.1007/bf00194599. [PMID: 3015827] - T Nishigaki, K Nakamura, T Kinoshita, H Kuwano, M Tanaka. Identification of major urinary metabolites of ACNU, 3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-1-(2-chloroethyl)-1-nitroso urea hydrochloride in rats.
Journal of pharmacobio-dynamics.
1985 Jun; 8(6):401-8. doi:
10.1248/bpb1978.8.401. [PMID: 3863921] - F Nakanishi, M Sugiishi, T Ogasawara, I Sugiura, T Kinoshita, Y Ito, A Hoshino. [Combination chemotherapy with cyclophosphamide, adriamycin, cisplatin, nimustine(ACNU), and methotrexate (EACAM) in advanced adenocarcinoma of the lung].
Gan to kagaku ryoho. Cancer & chemotherapy.
1985 Jun; 12(6):1339-44. doi:
NULL. [PMID: 3859252] - Y Saito. [Long-term survival of patients with brain tumors treated with ACNU and PSK after surgery--with special reference to there immunological follow-up].
Gan to kagaku ryoho. Cancer & chemotherapy.
1984 Oct; 11(10):2185-92. doi:
NULL. [PMID: 6333212] - H Yamamoto, F Sato, O Nakamura, T Kohno, N Shitara, K Takakura, K Sano, T Maehara, A Akanuma. [Synchronization chemoradiotherapy for malignant gliomas].
No shinkei geka. Neurological surgery.
1984 Jun; 12(7):795-805. doi:
". [PMID: 6592471] - T Shinkai, N Saijo, K Tominaga, K Eguchi, E Shimizu, K Takahashi, Y Sasaki, H Ohkura. [The value of carcinoembryonic antigens in patients with advanced lung cancer: in relation to chemotherapy].
Gan to kagaku ryoho. Cancer & chemotherapy.
1984 May; 11(5):1056-63. doi:
NULL. [PMID: 6202246] - N Yamada, K Yamada, Y Ushio, T Hayakawa, A Kato, H Mogami. [Local blood flow and capillary permeability in the experimental meningeal carcinomatosis].
No to shinkei = Brain and nerve.
1984 Mar; 36(3):221-6. doi:
". [PMID: 6588976] - T Kanematsu, K Inokuchi, K Sugimachi, T Furuta, T Sonoda, S Tamura, K Hasuo. Selective effects of Lipiodolized antitumor agents.
Journal of surgical oncology.
1984 Mar; 25(3):218-26. doi:
10.1002/jso.2930250317. [PMID: 6199624] - K Edanami, K Komiyama, T Kuroda, I Umezawa. Antitumor activity of a nitrosourea derivative, CNUA, on murine tumors.
Cancer chemotherapy and pharmacology.
1984; 13(1):22-6. doi:
10.1007/bf00401441. [PMID: 6234104] - T Inoi, M Mojamdar, M Ichihashi, Y Mishima. [Therapeutic evaluation of human malignant melanoma by urinary 5-S-cysteinyldopa dynamics: chemotherapy and surgery].
Nihon Hifuka Gakkai zasshi. The Japanese journal of dermatology.
1984 Jan; 94(1):39-43. doi:
NULL. [PMID: 6433083] - K Muraoka. [ACNU delivery to malignant tumor tissue and serum--route of administration and combined use of phenobarbital].
No to shinkei = Brain and nerve.
1983 Dec; 35(12):1199-206. doi:
NULL. [PMID: 6584117] - Y Saito, T Hori, M Takami, K Muraoka, Y Hokama, H Numata. [Study on postoperative local chemotherapy of malignant brain tumors using ACNU and PSK].
Gan to kagaku ryoho. Cancer & chemotherapy.
1983 Sep; 10(9):1963-71. doi:
". [PMID: 6577813] - T Kato, K Ota. [Comparative effect of administration schedules on the antitumor activities of 3 water-soluble nitrosoureas, ACNU, GANU and MCNU against L1210 leukemia].
Gan to kagaku ryoho. Cancer & chemotherapy.
1983 May; 10(5):1354-62. doi:
". [PMID: 6223585] - K Imagawa, M Kawasaki, I Toda, M Hayashi, A Asai, T Nomura. [Pharmacokinetics of ACNU in cerebrospinal fluid].
Gan to kagaku ryoho. Cancer & chemotherapy.
1982 Sep; 9(9):1543-8. doi:
NULL. [PMID: 6964049] - A Wakui. [Cancer chemotherapy with special reference to pharmacokinetics of nitrosoureas].
Gan to kagaku ryoho. Cancer & chemotherapy.
1982 Aug; 9(8):1327-38. doi:
". [PMID: 6223595] - Y Saito, K Muraoka, M Takami, Y Hokama, T Hori. [Postoperative treatment of malignant brain tumors with ACNU and PSK-particularly immunological follow-up research].
Gan to kagaku ryoho. Cancer & chemotherapy.
1982 Jul; 9(6):1081-90. doi:
NULL. [PMID: 6964044] - M Fujii, T Ohnoshi, T Namba, I Kimura. [Inhibitory effect of antineoplastic agents on human cholinesterases].
Gan to kagaku ryoho. Cancer & chemotherapy.
1982 May; 9(5):831-5. doi:
. [PMID: 6964039] - M Domyo, M Ogawa, J Inagaki, N Horikoshi, K Ezaki, K Inoue, K Aiba, T Nagata, H Miyamoto. [A combination chemotherapy of ACNU and DTIC for advanced malignant melanoma].
Gan to kagaku ryoho. Cancer & chemotherapy.
1982 May; 9(5):874-9. doi:
. [PMID: 6964041] - H Kaneko, Y Sekizawa, A Ohashi, T Inuo, S Tsuchiya. [Physiological effects and antitumor efficiency of ACNU in postoperative patients with stomach cancer--an evaluation of the treatment combined with FT-207 or 5-FU dry syrup].
Gan to kagaku ryoho. Cancer & chemotherapy.
1982 Mar; 9(3):496-502. doi:
NULL. [PMID: 6820900] - K Harada, K Kiya, T Uosumi. Pharmacokinetics of a new water-soluble nitrosourea derivative (ACNU) in human gliomas.
Surgical neurology.
1981 Jun; 15(6):410-4. doi:
10.1016/s0090-3019(81)80022-5. [PMID: 6269240] - M Tanaka, T Nishigaki, E Nakajima, S Totsuka, K Nakamura. Distribution, excretion, and metabolism of 3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-1-(2-chloroethyl)-1-nitrosourea (ACNU) in rats and mice after iv administration.
Cancer treatment reports.
1980 Apr; 64(4-5):575-80. doi:
NULL. [PMID: 6933003]