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5373-42-2
  • names:

    (S)-9-(2-(((S)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-4,5-dimethoxyphenoxy)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline

  • CAS号:

    5373-42-2

    MDL Number:
  • MF(分子式): C41H48N2O8 MW(分子量): 696.83
  • EINECS: Reaxys Number:
  • Pubchem ID: Brand:BIOFOUNT
Thalicarpine
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中文别名 (S)-9-(2-(((S)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-4,5-dimethoxyphenoxy)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
英文别名 Thalicarpine; taliblastine; thaliblastin; thalicarpin.
CAS号 5373-42-2
Inchi InChI=1S/C41H48N2O8/c1-42-12-10-23-16-32(44-3)34(46-5)20-27(23)29(42)15-26-19-33(45-4)36(48-7)22-31(26)51-37-18-25-14-30-39-24(11-13-43(30)2)17-38(49-8)41(50-9)40(39)28(25)21-35(37)47-6/h16-22,29-30H,10-15H2,1-9H3/t29-,30-/m0/s1
InchiKey ZCTJIMXXSXQXRI-KYJUHHDHSA-N
分子式 Formula C41H48N2O8
分子量 Molecular Weight 696.83
溶解度Solubility
性状 Solid powder
储藏条件 Storage conditions Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).
产品说明 Thalicarpine(CAS:5373-42-2):仅限应用于工业或者科学研究过程中非医疗目的,不应用于人类或动物的临床诊断以及治过程疗,该产品非药用,非食用。
IntroductionThalicarpine is a natural aporphine benzylisoquinoline vinca alkaloid with antineoplastic activity. Thalicarpine binds to and inhibits p-glycoprotein, the multidrug resistance efflux pump. Thalicarpine also induces single-strand breaks in DNA and arrests cancer cells at the G2/M and G1 phase of the cell cycle. Check for active clinical trials or closed clinical trials using this agent.
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[1]Wu WN, McKown LA. The in vitro metabolism of thalicarpine, an aporphine-benzyltetrahydroisoquinoline alkaloid, in the rat. API-MS/MS identification of thalicarpine and metabolites. J Pharm Biomed Anal. 2002 Aug 22;30(1):141-50. PubMed PMID: 12151074.
[2]Leimert JT, Corder MP, Elliott TE, Lovett JM. An abbreviated phase II trial of thalicarpine. Cancer Treat Rep. 1980;64(12):1389-90. PubMed PMID: 6451289.
[3] Kupchan SM, Dhingra OP, Ramachandran V, Kim CK. Proaporphine--aporphine dimers and a bisaporphine derived from the tumor-inhibitory alkaloid thalicarpine. J Org Chem. 1978 Jan 6;43(1):105-8. PubMed PMID: 145476.
[4] Nabih T, Davis PJ, Caputo JF, Rosazza JP. Microbial transformations of natural antitumor agents. 3. Conversion of thalicarpine to (+)-hernandalinol by Streptomyces punipalus. J Med Chem. 1977 Jul;20(7):914-7. PubMed PMID: 141523.
[5] Creasey WA. Biochemical effects of d-tetrandrine and thalicarpine. Biochem Pharmacol. 1976 Aug 15;25(16):1887-91. PubMed PMID: 134714.
6: Creaven PJ, Allen LM. Thalicarpine (NSC-68075): plasma decay and urinary excretion in man. Cancer Treat Rep. 1976 Jan;60(1):69-75. PubMed PMID: 137078.7: Creaven PJ, Cohen MH, Selawry OS, Tejada F, Broder LE. Phase I study of thalicarpine (NAC-68075), a plant alkaloid of noval structure. Cancer Chemother Rep. 1975 Sep-Oct;59(5):1001-6. PubMed PMID: 128411.8: Creaven PJ, Allen LM, Williams CP. The interaction of the antineoplastic drug thalicarpine with aniline hydroxylase and microsomal cytochrome of rat liver. Xenobiotica. 1974 Apr;4(4):255-61. PubMed PMID: 4152572.9: Allen LM, Creaven PJ. Binding of a new antitumor agent, thalicarpine, to DNA. J Pharm Sci. 1974 Mar;63(3):474-5. PubMed PMID: 4856551.10: Allen LM, Creaven PJ. Inhibition of macromolecular biosynthesis in cultured L1210 mouse leukemia cells by thalicarpine (NSC 68075). Cancer Res. 1973 Dec;33(12):3112-6. PubMed PMID: 4796799.
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