ABT-546

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

MedKoo CAT#: 530949

CAS#: 195707-49-4

Description: ABT-546 is a endothelin receptor antagonist.


Price and Availability

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ABT-546 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 530949
Name: ABT-546
CAS#: 195707-49-4
Chemical Formula: C30H48N2O6
Exact Mass: 532.3512
Molecular Weight: 532.722
Elemental Analysis: C, 67.64; H, 9.08; N, 5.26; O, 18.02


Synonym: ABT-546; ABT 546; ABT546.

IUPAC/Chemical Name: (2R,3S,4R)-1-(2-(dibutylamino)-2-oxoethyl)-2-(2,2-dimethylpentyl)-4-(7-methoxybenzo[d][1,3]dioxol-5-yl)pyrrolidine-3-carboxylic acid

InChi Key: OAEWNSKRLBVVBV-OBTVHEKISA-N

InChi Code: InChI=1S/C30H48N2O6/c1-7-10-13-31(14-11-8-2)26(33)19-32-18-22(21-15-24(36-6)28-25(16-21)37-20-38-28)27(29(34)35)23(32)17-30(4,5)12-9-3/h15-16,22-23,27H,7-14,17-20H2,1-6H3,(H,34,35)/t22-,23+,27-/m0/s1

SMILES Code: O=C([C@@H]1[C@@H](CC(C)(CCC)C)N(CC(N(CCCC)CCCC)=O)C[C@H]1C2=CC(OC)=C(OCO3)C3=C2)O


Technical Data

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

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).

Harmonized System Code:
293490


References

1: Thaete LG, Khan S, Neerhof MG. Endothelin Receptor A Antagonism Prevents Damage to Glycogen-Rich Placental Cells Following Uterine Ischemia-Reperfusion in the Rat. Reprod Sci. 2016 Nov;23(11):1518-1525. Epub 2016 Apr 28. PubMed PMID: 27130231.

2: Thaete LG, Khan S, Synowiec S, Dayton BD, Bauch J, Neerhof MG. Endothelin receptor antagonist has limited access to the fetal compartment during chronic maternal administration late in pregnancy. Life Sci. 2012 Oct 15;91(13-14):583-6. doi: 10.1016/j.lfs.2012.02.018. Epub 2012 Mar 3. PubMed PMID: 22406077.

3: Neerhof MG, Synowiec S, Khan S, Thaete LG. Impact of endothelin A receptor antagonist selectivity in chronic nitric oxide synthase inhibition-induced fetal growth restriction in the rat. Hypertens Pregnancy. 2010;29(3):284-93. doi: 10.3109/10641950902777739. PubMed PMID: 20504166; PubMed Central PMCID: PMC3589146.

4: Barnes DM, Ji J, Fickes MG, Fitzgerald MA, King SA, Morton HE, Plagge FA, Preskill M, Wagaw SH, Wittenberger SJ, Zhang J. Development of a catalytic enantioselective conjugate addition of 1,3-dicarbonyl compounds to nitroalkenes for the synthesis of endothelin-A antagonist ABT-546. Scope, mechanism, and further application to the synthesis of the antidepressant rolipram. J Am Chem Soc. 2002 Nov 6;124(44):13097-105. PubMed PMID: 12405837.

5: Wessale JL, Adler AL, Novosad EI, Calzadilla SV, Dayton BD, Marsh KC, Winn M, Jae HS, von Geldern TW, Opgenorth TJ, Wu-Wong JR. Pharmacology of endothelin receptor antagonists ABT-627, ABT-546, A-182086 and A-192621: ex vivo and in vivo studies. Clin Sci (Lond). 2002 Aug;103 Suppl 48:112S-117S. PubMed PMID: 12193067.

6: Wu-Wong JR, Dixon DB, Chiou WJ, Sorensen BK, Liu G, Jae HS, Tasker A, von Geldern TW, Winn M, Opgenorth TJ. Pharmacology of endothelin receptor antagonists ABT-627, ABT-546, A-182086 and A-192621: in vitro studies. Clin Sci (Lond). 2002 Aug;103 Suppl 48:107S-111S. PubMed PMID: 12193066.

7: Barnes DM. Development of an asymmetric Michael addition in a practical synthesis of ABT-546. Curr Opin Drug Discov Devel. 2000 Nov;3(6):818-24. PubMed PMID: 19649909.