Bropirimine (BioDeep_00000009423)

   


代谢物信息卡片


Bropirimine

化学式: C10H8BrN3O (264.9851)
中文名称: 溴匹立明
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC=C(C=C1)C2=C(C(=O)NC(=N2)N)Br
InChI: InChI=1S/C10H8BrN3O/c11-7-8(6-4-2-1-3-5-6)13-10(12)14-9(7)15/h1-5H,(H3,12,13,14,15)

描述信息

D007155 - Immunologic Factors > D007369 - Interferon Inducers
C308 - Immunotherapeutic Agent > C2139 - Immunostimulant
D000970 - Antineoplastic Agents
Same as: D01666

同义名列表

2 个代谢物同义名

Bropirimine; Bropirimine



数据库引用编号

14 个数据库交叉引用编号

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。

亚细胞结构定位 关联基因列表
Cytoplasm 11 BCL2, BDNF, CASP3, DPP3, DPYD, NFATC1, PGAM1, PIK3CA, PREP, TLR7, TNFSF11
Endosome membrane 1 TLR7
Endoplasmic reticulum membrane 4 BCL2, GRIN2A, TLR7, UGT1A1
Nucleus 6 BCL2, CASP3, NFATC1, PCNA, PREP, ZNF77
cytosol 9 BCL2, CASP3, DPP3, DPYD, GPT, NFATC1, PGAM1, PIK3CA, PREP
dendrite 1 BDNF
nuclear body 2 NFATC1, PCNA
centrosome 1 PCNA
nucleoplasm 3 CASP3, NFATC1, PCNA
Cell membrane 3 GRIN2A, TNF, TNFSF11
lamellipodium 1 PIK3CA
Multi-pass membrane protein 1 GRIN2A
Synapse 1 GRIN2A
cell surface 2 GRIN2A, TNF
glutamatergic synapse 2 CASP3, GRIN2A
Golgi membrane 1 TLR7
neuronal cell body 2 CASP3, TNF
presynaptic membrane 1 GRIN2A
synaptic vesicle 2 BDNF, GRIN2A
Cytoplasm, cytosol 1 DPP3
Lysosome 1 TLR7
endosome 1 TLR7
plasma membrane 7 GRIN2A, IFNLR1, PIK3CA, TLR7, TNF, TNFSF11, UGT1A1
Membrane 9 BCL2, BDNF, GRIN2A, IFNLR1, PGAM1, PREP, TLR7, TNFSF11, UGT1A1
axon 1 BDNF
extracellular exosome 4 DPP3, GPT, PCNA, PGAM1
endoplasmic reticulum 4 BCL2, GRIN2A, TLR7, UGT1A1
extracellular space 5 BDNF, IFNA1, IL2, TNF, TNFSF11
perinuclear region of cytoplasm 4 BDNF, NFATC1, PIK3CA, UGT1A1
intercalated disc 1 PIK3CA
mitochondrion 2 BCL2, PREP
protein-containing complex 1 BCL2
postsynaptic density 2 CASP3, GRIN2A
Single-pass type I membrane protein 2 IFNLR1, TLR7
Secreted 4 BDNF, IFNA1, IL2, TNFSF11
extracellular region 5 BDNF, IL2, PGAM1, TNF, TNFSF11
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 2 BCL2, UGT1A1
mitochondrial outer membrane 1 BCL2
Mitochondrion matrix 1 PREP
mitochondrial matrix 1 PREP
transcription regulator complex 1 NFATC1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 1 TNF
dendritic spine 1 GRIN2A
sarcoplasm 1 NFATC1
recycling endosome 1 TNF
Single-pass type II membrane protein 2 TNF, TNFSF11
postsynaptic membrane 1 GRIN2A
Cytoplasm, perinuclear region 1 UGT1A1
Membrane raft 1 TNF
pore complex 1 BCL2
Cell projection, dendritic spine 1 GRIN2A
Postsynaptic cell membrane 1 GRIN2A
receptor complex 1 TLR7
neuron projection 1 GRIN2A
chromatin 2 NFATC1, PCNA
phagocytic cup 1 TNF
nuclear replication fork 1 PCNA
chromosome, telomeric region 1 PCNA
Endomembrane system 1 TLR7
Cytoplasmic vesicle membrane 1 GRIN2A
replication fork 1 PCNA
myelin sheath 1 BCL2
synaptic membrane 1 GRIN2A
ficolin-1-rich granule lumen 1 PGAM1
secretory granule lumen 1 PGAM1
endoplasmic reticulum lumen 1 BDNF
male germ cell nucleus 1 PCNA
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
postsynaptic density membrane 1 GRIN2A
[Isoform 2]: Cytoplasm 1 TNFSF11
[Tumor necrosis factor ligand superfamily member 11, soluble form]: Secreted 1 TNFSF11
nuclear lamina 1 PCNA
NMDA selective glutamate receptor complex 1 GRIN2A
endolysosome membrane 1 TLR7
death-inducing signaling complex 1 CASP3
early phagosome 1 TLR7
Cytoplasmic vesicle, phagosome 1 TLR7
cyclin-dependent protein kinase holoenzyme complex 1 PCNA
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
endoplasmic reticulum chaperone complex 1 UGT1A1
BAD-BCL-2 complex 1 BCL2
PCNA complex 1 PCNA
PCNA-p21 complex 1 PCNA
replisome 1 PCNA
cytochrome complex 1 UGT1A1
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
interleukin-28 receptor complex 1 IFNLR1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Jennifer E Cole, Ektoras Georgiou, Claudia Monaco. The expression and functions of toll-like receptors in atherosclerosis. Mediators of inflammation. 2010; 2010(?):393946. doi: 10.1155/2010/393946. [PMID: 20652007]
  • Wassim Kassouf, Ashish M Kamat. Current state of immunotherapy for bladder cancer. Expert review of anticancer therapy. 2004 Dec; 4(6):1037-46. doi: 10.1586/14737140.4.6.1037. [PMID: 15606331]
  • M A Wynalda, K M Wynalda, B M Amore, P E Fagerness, L C Wienkers. Characterization of bropirimine O-glucuronidation in human liver microsomes. Xenobiotica; the fate of foreign compounds in biological systems. 2003 Oct; 33(10):999-1011. doi: 10.1080/00498250310001602757. [PMID: 14555337]
  • S M Vroegop, D L Chapman, D E Decker, L A Galinet, R J Brideau, K A Ready, C J Dunn, S E Buxser. Pharmacokinetic properties, induction of interferon, and efficacy of selected 5-halo-6-phenyl pyrimidinones, bropirimine analogues, in a model of severe experimental autoimmune encephalomyelitis. International journal of immunopharmacology. 1999 Oct; 21(10):647-62. doi: 10.1016/s0192-0561(99)00040-5. [PMID: 12609460]
  • H Akaza. [Development of new drugs for urological cancers]. Gan to kagaku ryoho. Cancer & chemotherapy. 1997 Oct; 24(13):1938-40. doi: . [PMID: 9350239]
  • C Y Hsu, R R Walters. Assay of bropirimine in rat plasma by means of robotic solid-phase extraction and high-performance liquid chromatography. Journal of chromatography. A. 1997 Feb; 762(1-2):243-9. doi: 10.1016/s0021-9673(96)00749-2. [PMID: 9098983]
  • M Tahara, S Nomura, M Takahashi, H Takagi, M Hashimoto, H Eto, S Kamidono. [In vitro direct antiproliferative activity and in vivo antitumor activity of bropirimine against bladder cancer]. Gan to kagaku ryoho. Cancer & chemotherapy. 1996 Jul; 23(8):1039-44. doi: . [PMID: 8687218]
  • M F Sarosdy, L L Pisters, P R Carroll, M C Benson, T D Moon, D L Lamm, M A Hudson, S P Lerner, M O Koch, P F Schellhammer. Bropirimine immunotherapy of upper urinary tract carcinoma in situ. Urology. 1996 Jul; 48(1):28-32. doi: 10.1016/s0090-4295(96)00080-5. [PMID: 8693647]
  • H Emori, K Yamamoto, S Yokohama, T Nishihata. Bioavailability of bropirimine 250 mg tablet in dogs: effect of food. The Journal of pharmacy and pharmacology. 1995 Oct; 47(10):822-6. doi: 10.1111/j.2042-7158.1995.tb05748.x. [PMID: 8583350]
  • T Fujioka, K Ishikura, M Hasegawa, K Ogyu, Y Matsushita, M Sato, F Sato, H Aoki, T Kubo. Antitumor effects of oral administration of an interferon-inducing pyrimidinone, Bropirimine, on murine renal-cell carcinoma. Cancer chemotherapy and pharmacology. 1995; 36(1):7-12. doi: 10.1007/bf00685725. [PMID: 7536641]
  • R W Sidwell, J H Huffman, D L Barnard, D F Smee, R P Warren, M A Chirigos, M Kende, J Huggins. Antiviral and immunomodulating inhibitors of experimentally-induced Punta Toro virus infections. Antiviral research. 1994 Oct; 25(2):105-22. doi: 10.1016/0166-3542(94)90100-7. [PMID: 7847873]
  • T Onishi, T Machida. A study on direct antitumor activity of bropirimine (oral interferon inducer) for renal cell carcinoma. Hinyokika kiyo. Acta urologica Japonica. 1994 Mar; 40(3):195-200. doi: . [PMID: 8178735]
  • M J Reiter, T L Testerman, R L Miller, C E Weeks, M A Tomai. Cytokine induction in mice by the immunomodulator imiquimod. Journal of leukocyte biology. 1994 Feb; 55(2):234-40. doi: 10.1002/jlb.55.2.234. [PMID: 7507969]
  • R W Sidwell, J D Morrey, K M Okleberry, R A Burger, R P Warren. Immunomodulator effects on the Friend virus infection in genetically defined mice. Annals of the New York Academy of Sciences. 1993 Jun; 685(?):432-46. doi: 10.1111/j.1749-6632.1993.tb35904.x. [PMID: 8363251]
  • R P Warren, J D Morrey, R A Burger, K M Okleberry, R W Sidwell. Murine retroviral disease-enhancing effects of a pyrimidinone immunomodulator. Antiviral research. 1992 Sep; 19(3):233-45. doi: 10.1016/0166-3542(92)90082-g. [PMID: 1444328]
  • C S Aaron, T W Petry, D G Branstetter, A J Wickrema-Sinha, R Yu, R Sorg, A Thilagar, P V Kumaroo, J P Sams, B A Thornburg. Comparative mutagenicity testing of bropirimine, 3. Bropirimine does not induce cytogenetic damage in vivo in the rat but does produce micronuclei in the mouse. Mutation research. 1991 Jun; 252(3):239-46. doi: 10.1016/0165-1161(91)90003-q. [PMID: 2052004]
  • D L Black, T A Marks, D G Branstetter, K T Kirton. Reversal of bropirimine developmental toxicity with progesterone. Toxicology and applied pharmacology. 1991 Mar; 108(1):121-8. doi: 10.1016/0041-008x(91)90275-j. [PMID: 2006500]
  • T A Marks, D L Black, R D Terry, D G Branstetter, K T Kirton. Variability in the developmental toxicity of bropirimine with the day of administration. Teratology. 1990 Jul; 42(1):55-66. doi: 10.1002/tera.1420420108. [PMID: 2392779]
  • M Scheringa, J N IJzermans, J Jeekel, R L Marquet. The antitumour activity of the interferon inducer bropirimine is partially mediated by endogenous tumour necrosis factor alpha. Cancer immunology, immunotherapy : CII. 1990; 32(4):251-5. doi: 10.1007/bf01741709. [PMID: 2261599]
  • S M Poppe, T A Marks, H E Renis. Bropirimine-induced embryolethality after oral administration to the pregnant rat. Fundamental and applied toxicology : official journal of the Society of Toxicology. 1989 Jul; 13(1):87-101. doi: 10.1016/0272-0590(89)90309-6. [PMID: 2475383]
  • R L Marquet, A M Eggermont, R W de Bruin, W Fiers, J Jeekel. Combined treatment of colon adenocarcinoma in rats with tumor necrosis factor and the interferon inducer ABPP. Journal of interferon research. 1988 Jun; 8(3):319-23. doi: 10.1089/jir.1988.8.319. [PMID: 3411161]
  • K A Richard, R F Mortensen, D E Tracey. Cytokines involved in the augmentation of murine natural killer cell activity by pyrimidinones in vivo. Journal of biological response modifiers. 1987 Dec; 6(6):647-63. doi: . [PMID: 2453616]
  • H I Skulnick, J H Ludens, M G Wendling, E M Glenn, N A Rohloff, R J Smith, W Wierenga. Pyrimidinones. 3. N-substituted 6-phenylpyrimidinones and pyrimidinediones with diuretic/hypotensive and antiinflammatory activity. Journal of medicinal chemistry. 1986 Aug; 29(8):1499-504. doi: 10.1021/jm00158a030. [PMID: 3735318]
  • E Lotzová, C A Savary, M Lowlachi, D M Murasko. Cytotoxic and morphologic profile of endogenous and pyrimidinone-activated murine NK cells. Journal of immunology (Baltimore, Md. : 1950). 1986 Jan; 136(2):732-40. doi: NULL. [PMID: 2416824]
  • L S Anthony, M M Stevenson, E Skamene. Enhancement of resistance to Listeria monocytogenes infection in mice by pyrimidine analogs. Clinical and investigative medicine. Medecine clinique et experimentale. 1984; 7(4):343-8. doi: . [PMID: 6532636]
  • J E Gray, R N Weaver, S M Lohrberg, E R Larsen. Comparative responses of vaginal mucosa to chronic pyrimidinone-induced irritation. Toxicologic pathology. 1984; 12(3):228-34. doi: 10.1177/019262338401200304. [PMID: 6515276]
  • P T Kuo, A C Wilson, R C Goldstein, R G Schaub. Suppression of experimental atherosclerosis in rabbits by interferon-inducing agents. Journal of the American College of Cardiology. 1984 Jan; 3(1):129-34. doi: 10.1016/s0735-1097(84)80438-6. [PMID: 6197432]
  • R D Hamilton, M A Wynalda, F A Fitzpatrick, D L Teagarden, A H Hamdy, B G Snider, S D Weed, D A Stringfellow. Comparison between circulating interferon and drug levels following administration of 2-amino-5-bromo-6-phenyl-4(3H)-pyrimidinone (ABPP) to different animal species. Journal of interferon research. 1982; 2(3):317-27. doi: 10.1089/jir.1982.2.317. [PMID: 6182250]
  • D A Stringfellow, H C Vanderberg, S D Weed. Interferon induction by 5-halo-6-phenyl pyrimidinones. Journal of interferon research. 1980; 1(1):1-14. doi: 10.1089/jir.1980.1.1. [PMID: 6286802]