A 74273

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

MedKoo CAT#: 571180

CAS#: 130316-95-9

Description: A 74273 is a nonpeptidic and renin inhibitor. It may be used to treat cardiovascular diseases due to renin inhibition.


Price and Availability

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A 74273 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#: 571180
Name: A 74273
CAS#: 130316-95-9
Chemical Formula: C44H74N4O8
Exact Mass: 786.5507
Molecular Weight: 787.1
Elemental Analysis: C, 67.14; H, 9.48; N, 7.12; O, 16.26


Synonym: A 74273; A-74273; A74273

IUPAC/Chemical Name: 6-cyclohexyl-4-hydroxy-2-isopropyl-5-((S)-2-(((S)-1-(4-(methoxymethoxy)piperidin-1-yl)-1-oxo-3-phenylpropan-2-yl)oxy)hexanamido)-N-(3-morpholinopropyl)hexanamide

InChi Key: NVMVSIUABPBQIL-UOKFUGOKSA-N

InChi Code: InChI=1S/C44H74N4O8/c1-5-6-18-40(56-41(30-35-16-11-8-12-17-35)44(52)48-23-19-36(20-24-48)55-32-53-4)43(51)46-38(29-34-14-9-7-10-15-34)39(49)31-37(33(2)3)42(50)45-21-13-22-47-25-27-54-28-26-47/h8,11-12,16-17,33-34,36-41,49H,5-7,9-10,13-15,18-32H2,1-4H3,(H,45,50)(H,46,51)/t37?,38?,39?,40-,41-/m0/s1

SMILES Code: CCCC[C@H](O[C@H](C(N1CCC(OCOC)CC1)=O)CC2=CC=CC=C2)C(NC(C(O)CC(C(NCCCN3CCOCC3)=O)C(C)C)CC4CCCCC4)=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: Verburg KM, Polakowski JS, Kovar PJ, Klinghofer V, Barlow JL, Stein HH, Mantei RA, Fung AK, Boyd SA, Baker WR, et al. Effects of high doses of A-74273, a novel nonpeptidic and orally bioavailable renin inhibitor. J Cardiovasc Pharmacol. 1993 Jan;21(1):149-55. PubMed PMID: 7678671.

2: Kleinert HD, Stein HH, Boyd S, Fung AK, Baker WR, Verburg KM, Polakowski JS, Kovar P, Barlow J, Cohen J, et al. Discovery of a well-absorbed, efficacious renin inhibitor, A-74273. Hypertension. 1992 Dec;20(6):768-75. PubMed PMID: 1452292.

3: Frishman WH, Fozailoff A, Lin C, Dike C. Renin inhibition: a new approach to cardiovascular therapy. J Clin Pharmacol. 1994 Sep;34(9):873-80. Review. PubMed PMID: 7983230.

4: Wessale JL, Calzadilla SV, Boyd SA, Baker WR, Stein HH, Kovar PJ, Barlow J, Klinghofer V, Mantei R, Kleinert HD. Cardiovascular effects and hemodynamic mechanism of action of the novel, nonpeptidic renin inhibitor A-74273 in dogs. J Cardiovasc Pharmacol. 1993 Oct;22(4):644-52. PubMed PMID: 7505369.

5: Denissen JF, Grabowski BA, Johnson MK, Boyd SA, Uchic JT, Stein H, Cepa S, Hill P. The orally active renin inhibitor A-74273. In vivo and in vitro morpholine ring metabolism in rats, dogs, and humans. Drug Metab Dispos. 1994 Nov-Dec;22(6):880-8. PubMed PMID: 7895605.

6: Boyd SA, Fung AK, Baker WR, Mantei RA, Stein HH, Cohen J, Barlow JL, Klinghofer V, Wessale JL, Verburg KM, et al. Nonpeptide renin inhibitors with good intraduodenal bioavailability and efficacy in dog. J Med Chem. 1994 Sep 16;37(19):2991-3007. PubMed PMID: 7932521.

7: Dayton BD, Stein HH, Cohen J, Baker WR, Boyd SA, Condon SL, Donner BG, Fung AK, Luly JR, Rosenberg SH, et al. Effects of angiotensinase inhibitors on plasma protein binding and IC50 determinations of renin inhibitors. Clin Chem. 1992 Nov;38(11):2239-43. PubMed PMID: 1330373.

8: Rosenberg SH, Kleinert HD. Renin inhibitors. Pharm Biotechnol. 1998;11:7-28. Review. PubMed PMID: 9760674.

9: Boyd SA, Fung AK, Baker WR, Mantei RA, Armiger YL, Stein HH, Cohen J, Egan DA, Barlow JL, Klinghofer V, et al. C-terminal modifications of nonpeptide renin inhibitors: improved oral bioavailability via modification of physicochemical properties. J Med Chem. 1992 May 15;35(10):1735-46. PubMed PMID: 1588555.