74129-03-6|Tebuquine|(1,1'-Biphenyl)-2-ol, 4'-chloro-5-((7-chloro-4-quinolinyl)amino)-3-(((1,1-dimethylethyl)amino)methyl)-|-范德生物科技公司

Tebuquine

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names：
(1,1'-Biphenyl)-2-ol, 4'-chloro-5-((7-chloro-4-quinolinyl)amino)-3-(((1,1-dimethylethyl)amino)methyl)-
CAS号：
74129-03-6
MDL Number：
MF(分子式)： C26H25Cl2N3O MW(分子量)： 466.406
EINECS: Reaxys Number:
Pubchem ID: Brand:BIOFOUNT

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中文别名	(1,1'-Biphenyl)-2-ol, 4'-chloro-5-((7-chloro-4-quinolinyl)amino)-3-(((1,1-dimethylethyl)amino)methyl)-
英文别名	Tebuquine; CI-897; CI897; CI 897; WR-228,258; WR 228,258; WR228,258; WR-228258; WR 228258; WR228258.
CAS号	74129-03-6
Inchi	InChI=1S/C26H25Cl2N3O/c1-26(2,3)30-15-17-12-20(14-22(25(17)32)16-4-6-18(27)7-5-16)31-23-10-11-29-24-13-19(28)8-9-21(23)24/h4-14,30,32H,15H2,1-3H3,(H,29,31)
InchiKey	BCHMRNALCJISMZ-UHFFFAOYSA-N
分子式 Formula	C26H25Cl2N3O
分子量 Molecular Weight	466.406
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	Tebuquine(CAS:74129-03-6):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。
Introduction	Tebuquine, also known CI-897 and WR-228258, is an antimalarial agent. WR-225,448 is active against P. falciparum in vitro. WR 228,258 in vitro shows a chloroquine-like effect, but not in vivo, suggesting that its mode of action in vivo is different from that of chloroquine. WR 225,448 has no action in the CIPC in vitro and affects primarily mitochondria of the parasites in vivo. It probably acts through a metabolite. Both pre-erythrocytic and erythrocytic stages of rodent malaria parasites are affected by WR 225,448.
Application1
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危险性	Warning
危险性警示
安全声明
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备注

[1]Romero AH, Acosta ME, Gamboa N, Charris JE, Salazar J, López SE. Synthesis, β-hematin inhibition studies and antimalarial evaluation of dehydroxy isotebuquine derivatives against Plasmodium berghei. Bioorg Med Chem. 2015 Aug 1;23(15):4755-62. doi: 10.1016/j.bmc.2015.05.040. PubMed PMID: 26081761.

[2]Casagrande M, Basilico N, Parapini S, Romeo S, Taramelli D, Sparatore A. Novel amodiaquine congeners as potent antimalarial agents. Bioorg Med Chem. 2008 Jul 15;16(14):6813-23. doi: 10.1016/j.bmc.2008.05.068. PubMed PMID: 18562202.

[3] Sharma P, Chhabra S, Rai N, Ghoshal N. Exploration of rate-limiting conformational state for 5-[(7-chloro-4-quinolinyl)amino]-3-[(alkylamino)methyl][1,1'-biphenyl]-2-ols and N(omega)-oxides (tebuquine analogues) for antimalarial activity using molecular shape analysis and molecular field analysis studies. J Chem Inf Model. 2007 May-Jun;47(3):1087-96. PubMed PMID: 17425301.

[4] Miroshnikova OV, Hudson TH, Gerena L, Kyle DE, Lin AJ. Synthesis and antimalarial activity of new isotebuquine analogues. J Med Chem. 2007 Feb 22;50(4):889-96. PubMed PMID: 17266295.

[5] Naisbitt DJ, Williams DP, O'Neill PM, Maggs JL, Willock DJ, Pirmohamed M, Park BK. Metabolism-dependent neutrophil cytotoxicity of amodiaquine: A comparison with pyronaridine and related antimalarial drugs. Chem Res Toxicol. 1998 Dec;11(12):1586-95. PubMed PMID: 9860505.

6: Ruscoe JE, Tingle MD, O'Neill PM, Ward SA, Park BK. Effect of disposition of mannich antimalarial agents on their pharmacology and toxicology. Antimicrob Agents Chemother. 1998 Sep;42(9):2410-6. PubMed PMID: 9736572; PubMed Central PMCID: PMC105842.7: O'Neill PM, Willock DJ, Hawley SR, Bray PG, Storr RC, Ward SA, Park BK. Synthesis, antimalarial activity, and molecular modeling of tebuquine analogues. J Med Chem. 1997 Feb 14;40(4):437-48. PubMed PMID: 9046333.8: Peters W, Robinson BL. The chemotherapy of rodent malaria. XLVII. Studies on pyronaridine and other Mannich base antimalarials. Ann Trop Med Parasitol. 1992 Oct;86(5):455-65. PubMed PMID: 1288426.9: Werbel LM, Cook PD, Elslager EF, Hung JH, Johnson JL, Kesten SJ, McNamara DJ, Ortwine DF, Worth DF. Synthesis, antimalarial activity, and quantitative structure-activity relationships of tebuquine and a series of related 5-[(7-chloro-4-quinolinyl)amino]-3-[(alkylamino)methyl] [1,1'-biphenyl]-2-ols and N omega-oxides. J Med Chem. 1986 Jun;29(6):924-39. PubMed PMID: 3712383.10: Peters W, Robinson BL. The chemotherapy of rodent malaria, XXXVII. The in vivo action of two Mannich bases, WR 194,965 and WR 228,258 and an 8-aminoquinoline WR 225,448. Ann Trop Med Parasitol. 1984 Dec;78(6):561-5. PubMed PMID: 6532327.1

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