MedKoo Cat#: 526926 | Name: E-4177

Description:

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

E-4177 is an angiotensin type 1 receptor antagonist potentially for the treatment of hypertension. In rat adrenal cortex and liver, E4177 competitively inhibited the specific binding of 125I-[Sar1,Ile8]Ang II, with IC50 being (5.2 +/- 1.0) x 10(-8) M for the adrenal cortex and (1.2 +/- 0.3) x 10(-7) M for the liver. These IC50 values were similar to those for losartan, which showed an IC50 of (6.0 +/- 0.9) x 10(-8) M for the adrenal cortex and (1.3 +/- 0.5) x 10(-7) M for the liver. E4177 is a potent AT1 Ang II-receptor antagonist that may be clinically useful for the treatment of cardiovascular diseases such as hypertension.

Chemical Structure

E-4177
E-4177
CAS#135070-05-2

Theoretical Analysis

MedKoo Cat#: 526926

Name: E-4177

CAS#: 135070-05-2

Chemical Formula: C24H21N3O2

Exact Mass: 383.1634

Molecular Weight: 383.45

Elemental Analysis: C, 75.18; H, 5.52; N, 10.96; O, 8.34

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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Synonym
E-4177; E-4177; E4177.
IUPAC/Chemical Name
4'-((2-cyclopropyl-7-methyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)-[1,1'-biphenyl]-2-carboxylic acid
InChi Key
VWWMGPCUZVOLLK-UHFFFAOYSA-N
InChi Code
InChI=1S/C24H21N3O2/c1-15-12-13-25-23-21(15)26-22(18-10-11-18)27(23)14-16-6-8-17(9-7-16)19-4-2-3-5-20(19)24(28)29/h2-9,12-13,18H,10-11,14H2,1H3,(H,28,29)
SMILES Code
O=C(C1=CC=CC=C1C2=CC=C(CN3C(C4CC4)=NC5=C(C)C=CN=C53)C=C2)O
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).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 383.45 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.

Recalculate based on batch purity %
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
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Hypertension. 1998 Sep;32(3):444-51. PubMed PMID: 9740609. 7: Kim S, Izumi Y, Yano M, Hamaguchi A, Miura K, Yamanaka S, Miyazaki H, Iwao H. Angiotensin blockade inhibits activation of mitogen-activated protein kinases in rat balloon-injured artery. Circulation. 1998 May 5;97(17):1731-7. PubMed PMID: 9591768. 8: Kakiki M, Ishihara H. Pharmacokinetics, metabolism and pharmacodynamics of a benzimidazole angiotensin II type 1 receptor antagonist in the beagle dog and cynomologus monkey. Xenobiotica. 1998 Jan;28(1):77-91. PubMed PMID: 9493321. 9: Kakiki M, Morohashi K, Nomura M, Omura T, Horie T. Expression of aldosterone synthase cytochrome P450 (P450aldo) mRNA in rat adrenal glomerulosa cells by angiotensin II type 1 receptor. Endocr Res. 1997 Nov;23(4):277-95. PubMed PMID: 9430819. 10: Kim S, Wanibuchi H, Hamaguchi A, Miura K, Yamanaka S, Iwao H. Angiotensin blockade improves cardiac and renal complications of type II diabetic rats. Hypertension. 1997 Nov;30(5):1054-61. PubMed PMID: 9369255. 11: Kakiki M, Morohashi K, Nomura M, Omura T, Horie T. Regulation of aldosterone synthase cytochrome P450 (CYP11B2) and 11 beta-hydroxylase cytochrome P450 (CYP11B1) expression in rat adrenal zona glomerulosa cells by low sodium diet and angiotensin II receptor antagonists. Biol Pharm Bull. 1997 Sep;20(9):962-8. PubMed PMID: 9331977. 12: Kakiki M, Tadano K. Localization and disposition of a non-peptide angiotensin II type 1 receptor antagonist, and its glucuronide metabolite, in rat. Xenobiotica. 1997 Jul;27(7):723-32. PubMed PMID: 9253148. 13: Seki T, Yamazaki K, Kayano M. Determination of angiotensin II receptor antagonist (E4177) in human plasma and urine by high-performance liquid chromatography. J Chromatogr B Biomed Sci Appl. 1997 Jan 10;688(1):101-6. PubMed PMID: 9029319. 14: Sugano M, Makino N, Yanaga T. The effects of renin-angiotensin system inhibition on aortic cholesterol content in cholesterol-fed rabbits. Atherosclerosis. 1996 Nov 15;127(1):123-9. PubMed PMID: 9006812. 15: Makino N, Sugano M, Hata T, Taguchi S, Yanaga T. Chronic low-dose treatment with enalapril induced cardiac regression of left ventricular hypertrophy. Mol Cell Biochem. 1996 Oct-Nov;163-164:239-45. PubMed PMID: 8974063. 16: Kakiki M, Horie T. Localization of a novel non-peptide angiotensin II type 1 receptor antagonist, E4177, in rat adrenal glomerulosa. Biol Pharm Bull. 1996 Oct;19(10):1357-61. PubMed PMID: 8913512. 17: Makino N, Hata T, Sugano M, Dixon IM, Yanaga T. Regression of hypertrophy after myocardial infarction is produced by the chronic blockade of angiotensin type 1 receptor in rats. J Mol Cell Cardiol. 1996 Mar;28(3):507-17. PubMed PMID: 9011634. 18: Shimakura K, Sanaka M, Wang L, Mineshita S, Miyazaki M. Pulmonary edema induced by angiotensin II in rats. Jpn J Pharmacol. 1995 Apr;67(4):383-9. PubMed PMID: 7650872. 19: Song K, Miyazaki M, Okunishi H, Ishii K, Takai S, Shiota N, Kim S, Mendelsohn FA. Localization and quantitation of active renin in monkey kidney by radioinhibitor binding and in vitro autoradiography. Am J Hypertens. 1994 Jun;7(6):529-35. PubMed PMID: 7917151. 20: Okunishi H, Song K, Oka Y, Kobayashi T, Kawamoto T, Ishihara H, Mori N, Miyazaki M. In vitro pharmacology of a novel non-peptide angiotensin II-receptor antagonist, E4177. Jpn J Pharmacol. 1993 Jul;62(3):239-44. PubMed PMID: 8411773.