TAK-044 | CAS#157380-72-8 | Endothelin Receptor Antagonist

MedKoo Cat#: 526688 | Name: TAK-044

Description:

WARNING: This product is for research use only, not for human or veterinary use.

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.

Chemical Structure

TAK-044

CAS#157380-72-8

Theoretical Analysis

MedKoo Cat#: 526688

Name: TAK-044

CAS#: 157380-72-8

Chemical Formula: C45H51N9Na2O11S

Exact Mass:

Molecular Weight: 971.99

Elemental Analysis: C, 55.61; H, 5.29; N, 12.97; Na, 4.73; O, 18.11; S, 3.30

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

TAK-044, TAK 044, TAK044

IUPAC/Chemical Name

sodium 2,2'-((2R,5R,8S,11S,14R,17R)-17-((1H-indol-3-yl)methyl)-14-isobutyl-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-hexaazacyclooctadecane-2,8-diyl)diacetate

InChi Key

UWHBIISPHYTOGL-KGKYADQVSA-L

InChi Code

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-;;/m1../s1

SMILES Code

O=C(N1CCN(C2=CC=CC=C2)CC1)C[C@H](C(N[C@@H](CC([O-])=O)C(N[C@H](C3=CC=CS3)C(N[C@H](CC(C)C)C(N[C@@H]4CC5=CNC6=C5C=CC=C6)=O)=O)=O)=O)NC([C@@H](CC([O-])=O)NC4=O)=O.[Na+].[Na+]

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO, not in water

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 971.99 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Briyal S, Gulati A, Gupta YK. Effect of combination of endothelin receptor antagonist (TAK-044) and aspirin in middle cerebral artery occlusion model of acute ischemic stroke in rats. Methods Find Exp Clin Pharmacol. 2007 May;29(4):257-63. PubMed PMID: 17609737. 2: Briyal S, Pant AB, Gupta YK. Protective effect of endothelin antagonist (TAK-044) on neuronal cell viability in in vitro oxygen-glucose deprivation model of stroke. Indian J Physiol Pharmacol. 2006 Apr-Jun;50(2):157-62. PubMed PMID: 17051735. 3: Behrend M. The endothelin receptor antagonist TAK-044 in the treatment of reperfusion injury in organ transplantation. Expert Opin Investig Drugs. 1999 Jul;8(7):1079-91. PubMed PMID: 15992108. 4: Gupta YK, Briyal S, Sharma U, Jagannathan NR, Gulati A. 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. Life Sci. 2005 May 20;77(1):15-27. PubMed PMID: 15848215. 5: Thirunavukkarasu C, Yang Y, Subbotin VM, Harvey SA, Fung J, Gandhi CR. Endothelin receptor antagonist TAK-044 arrests and reverses the development of carbon tetrachloride induced cirrhosis in rats. Gut. 2004 Jul;53(7):1010-9. PubMed PMID: 15194653; PubMed Central PMCID: PMC1774118. 6: Yomogida S, Maruya J, Norota I, Ishii K, Endoh M. Differential inhibition by TAK-044 of the inotropic effects of endothelin-1 and endothelin-3. Eur J Pharmacol. 2004 May 25;492(2-3):217-24. PubMed PMID: 15178368. 7: Maeshiba Y, Yamashita K, Tsukuda R, Yoshimura Y. Pharmacokinetic interaction between TAK-044, a new endothelin antagonist, and ciclosporin in rats. Arzneimittelforschung. 2002;52(9):664-8. PubMed PMID: 12404880. 8: Maeshiba Y, Takeuchi T, Kondo T, Yamashita K, Tsukuda R, Yoshimura Y. Disposition of TAK-044, a new endothelin antagonist, in rats and dogs. Arzneimittelforschung. 2002;52(8):587-92. PubMed PMID: 12236045. 9: Anselmi K, Subbotin VM, Nemoto E, Gandhi CR. Accelerated reversal of carbon tetrachloride-induced cirrhosis in rats by the endothelin receptor antagonist TAK-044. J Gastroenterol Hepatol. 2002 May;17(5):589-97. PubMed PMID: 12084034. 10: Kaneda T, Zhang ZW, Ogawa T, Otaki M, Saga T. Pretreatment of donors with endothelin receptor antagonist TAK-044 improves cardiac functional recovery following preservation with University of Wisconsin solution. Scand Cardiovasc J. 2002 Mar;36(2):105-7. PubMed PMID: 12028874. 11: Takeuchi T, Tagawa Y, Hagihara K, Maeshiba Y, Yamashita K, Tsukuda R, Yoshimura Y. Nonlinear pharmacokinetics of TAK-044, a new endothelin antagonist, in rats. Biopharm Drug Dispos. 2001 Sep;22(6):221-30. PubMed PMID: 11754038. 12: Sunose Y, Ohwada S, Takeyoshi I, Matsumoto K, Tsutsumi H, Tomizawa N, Kawate S, Morishita Y. Effects of endothelin receptor antagonist TAK-044 on small bowel autograft from a controlled non-heart-beating donor model. Surgery. 2001 Nov;130(5):819-25. PubMed PMID: 11685191. 13: Bergström G, Nyström HC, Jia J, Evans RG. Effects of the ET(A)/ET(B) antagonist, TAK-044, on blood pressure and renal excretory function after unclipping of conscious one-kidney-one-clip hypertensive rats. J Hypertens. 2001 Mar;19(3 Pt 2):659-65. PubMed PMID: 11327643. 14: Watanabe K, Ohta Y, Kouda T, Sekiguchi T, Sato S, Nakazawa M, Hasegawa G, Naito M, Fuse K, Ito M, Hirono S, Tanabe N, Hanawa H, Kato K, Kodama M, Aizawa Y. Acute effects of endothelin-1 and TAK-044 (ET(A) and ET(B) receptor antagonist) in rats with dilated cardiomyopathy. J Cardiovasc Pharmacol. 2000;36 Suppl 2:S49-54. PubMed PMID: 11206720. 15: Shaw MD, Vermeulen M, Murray GD, Pickard JD, Bell BA, Teasdale GM. Efficacy and safety of the endothelin, receptor antagonist TAK-044 in treating subarachnoid hemorrhage: a report by the Steering Committee on behalf of the UK/Netherlands/Eire TAK-044 Subarachnoid Haemorrhage Study Group. J Neurosurg. 2000 Dec;93(6):992-7. PubMed PMID: 11117873. 16: Naruse M, Tanabe A, Naruse K, Adachi C, Yoshimoto T, Seki T, Takagi S, Imaki T, Watanabe T, Takano K. Hemodynamic and biochemical effects of endothelin-A- and -B-receptor antagonist TAK-044 in stroke-prone spontaneously hypertensive rats. J Cardiovasc Pharmacol. 2000 Nov;36(5 Suppl 1):S334-6. PubMed PMID: 11078413. 17: Takaya Y, Yamanaka N, Oriyama T, Furukawa K, Tanaka T, Nakagaki I I, Sasaki S, Hori S, Okamoto E. In vivo subcellular elemental dynamics in liver graft: With special reference to effect of non-selective endothelin receptor antagonist, TAK-044, on the graft injury. Hepatol Res. 2000 Nov;18(3):171-183. PubMed PMID: 11058822. 18: Yoshida K, Kagebayashi Y, Kitauchi T, Kimura S, Yoneda T, Ozono S, Hirao Y, Watanabe T. Effect of endothelin receptor antagonist (TAK-044) on autotransplanted perfused kidneys in dogs. Urol Int. 2000;65(3):148-54. PubMed PMID: 11054033. 19: Watanabe T, Hayasi J, Isogai A, Shimizu S, Takara T, Asakura T, Moriya H, Kubota S, Yamaguchi S. Effects of the endothelin-1 receptor antagonist TAK-044 on pulmonary injury in discordant xenotransplantation. Transplant Proc. 2000 Aug;32(5):911-2. PubMed PMID: 10936270. 20: Takizawa T, Horikoshi E, Shen MH, Masaoka T, Takagi H, Yamamoto M, Kasai K, Arishima K. Effects of TAK-044, a nonselective endothelin receptor antagonist, on the spontaneous and indomethacin- or methylene blue-induced constriction of the ductus arteriosus in rats. J Vet Med Sci. 2000 May;62(5):505-9. PubMed PMID: 10852399.