TAK 044

• CAT Number: M094953
• CAS Number: 157380-72-8
• Molecular Formula: C45H51N9Na2O11S
• Molecular Weight: 971.995
• Purity: ≥95%
• Synonyms: TAK 044
• Target: Endothelin receptor antagonist
• Storage: Store at -20°C
• IUPAC Name: disodium;2-[(2R,5S,8S,11S,14S,17R)-8-(carboxylatomethyl)-17-(1H-indol-3-ylmethyl)-14-(2-methylpropyl)-3,6,9,12,15,18-hexaoxo-5-[2-oxo-2-(4-phenylpiperazin-1-yl)ethyl]-11-thiophen-2-yl-1,4,7,10,13,16-hexazacyclooctadec-2-yl]acetate
• InChI: InChI=1S/C45H53N9O11S.2Na/c1-25(2)19-30-40(60)47-31(20-26-24-46-29-12-7-6-11-28(26)29)41(61)49-33(22-37(56)57)43(63)48-32(21-36(55)54-16-14-53(15-17-54)27-9-4-3-5-10-27)42(62)50-34(23-38(58)59)44(64)52-39(45(65)51-30)35-13-8-18-66-35;;/h3-13,18,24-25,30-34,39,46H,14-17,19-23H2,1-2H3,(H,47,60)(H,48,63)(H,49,61)(H,50,62)(H,51,65)(H,52,64)(H,56,57)(H,58,59);;/q;2*+1/p-2/t30-,31+,32-,33+,34-,39+;;/m0../s1
• InChIKey: UWHBIISPHYTOGL-PFSAEEMXSA-L
• SMILES: CC(C)CC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)C2=CC=CS2)CC(=O)[O-])CC(=O)N3CCN(CC3)C4=CC=CC=C4)CC(=O)[O-])CC5=CNC6=CC=CC=C65.[Na+].[Na+]

TAK-044 is an Endothelin receptor antagonist. TAK-044 arrests and reverses the development of carbon tetrachloride induced cirrhosis in rats. TAK-044 showed protective effect on neuronal cell viability in in vitro oxygen-glucose deprivation model of stroke.

Reference

1:Effect of combination of endothelin receptor antagonist (TAK-044) and aspirin in middle cerebral artery occlusion model of acute ischemic stroke in rats. Briyal S, Gulati A, Gupta YK.Methods Find Exp Clin Pharmacol. 2007 May;29(4):257-63. PMID: 17609737 2:Protective effect of endothelin antagonist (TAK-044) on neuronal cell viability in in vitro oxygen-glucose deprivation model of stroke. Briyal S, Pant AB, Gupta YK.Indian J Physiol Pharmacol. 2006 Apr-Jun;50(2):157-62. PMID: 17051735 3:The endothelin receptor antagonist TAK-044 in the treatment of reperfusion injury in organ transplantation. Behrend M.Expert Opin Investig Drugs. 1999 Jul;8(7):1079-91. PMID: 15992108 4:Effect of endothelin antagonist (TAK-044) on cerebral ischemic volume, oxidative stress markers and neurobehavioral parameters in the middle cerebral artery occlusion model of stroke in rats. Gupta YK, Briyal S, Sharma U, Jagannathan NR, Gulati A.Life Sci. 2005 May 20;77(1):15-27. PMID: 15848215 5:Endothelin receptor antagonist TAK-044 arrests and reverses the development of carbon tetrachloride induced cirrhosis in rats. Thirunavukkarasu C, Yang Y, Subbotin VM, Harvey SA, Fung J, Gandhi CR.Gut. 2004 Jul;53(7):1010-9. PMID: 15194653 Free PMC Article6:Differential inhibition by TAK-044 of the inotropic effects of endothelin-1 and endothelin-3. Yomogida S, Maruya J, Norota I, Ishii K, Endoh M.Eur J Pharmacol. 2004 May 25;492(2-3):217-24. PMID: 15178368 7:Pharmacokinetic interaction between TAK-044, a new endothelin antagonist, and ciclosporin in rats. Maeshiba Y, Yamashita K, Tsukuda R, Yoshimura Y.Arzneimittelforschung. 2002;52(9):664-8. PMID: 12404880 8:Disposition of TAK-044, a new endothelin antagonist, in rats and dogs. Maeshiba Y, Takeuchi T, Kondo T, Yamashita K, Tsukuda R, Yoshimura Y.Arzneimittelforschung. 2002;52(8):587-92. PMID: 12236045 9:Accelerated reversal of carbon tetrachloride-induced cirrhosis in rats by the endothelin receptor antagonist TAK-044. Anselmi K, Subbotin VM, Nemoto E, Gandhi CR.J Gastroenterol Hepatol. 2002 May;17(5):589-97. PMID: 12084034 10:Pretreatment of donors with endothelin receptor antagonist TAK-044 improves cardiac functional recovery following preservation with University of Wisconsin solution. Kaneda T, Zhang ZW, Ogawa T, Otaki M, Saga T.Scand Cardiovasc J. 2002 Mar;36(2):105-7. PMID: 12028874