AM-3189

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

MedKoo CAT#: 522502

CAS#: 916219-50-6

Description: AM-3189 is a potent and selective GPR40 Agonist with minimal CNS penetration, superior pharmacokinetic properties and in vivo efficacy comparable to AMG 837. AM-3189 maintains the in vivo efficacy of AMG 837 while displaying a superior pharmacokinetic profile and minimal CNS exposure. Similar to AMG 837, while highly potent on GPR40, AM-3189 was highly selective over the closely related GPCRs, GPR41 and GPR43. 13kdemonstrated low clearance, moderate volume of distribution, and good oral bioavailability. AM-3189 does not penetrate the rat CNS as indicated by a rat brain to plasma ratio of 0.04 at 3 h after an oral dose of 5 mg/kg.


Chemical Structure

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AM-3189
CAS# 916219-50-6

Theoretical Analysis

MedKoo Cat#: 522502
Name: AM-3189
CAS#: 916219-50-6
Chemical Formula: C27H25ClN2O3
Exact Mass: 460.15537
Molecular Weight: 460.958
Elemental Analysis: C, 70.35; H, 5.47; Cl, 7.69; N, 6.08; O, 10.41

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Synonym: AM-3189; AM 3189; AM3189.

IUPAC/Chemical Name: (S)-3-(4-((4'-chloro-2'-methyl-[1,1'-biphenyl]-3-yl)methoxy)phenyl)-3-(1-methyl-1H-imidazol-2-yl)propanoic acid

InChi Key: GFFXCPIMXLSUGF-VWLOTQADSA-N

InChi Code: InChI=1S/C27H25ClN2O3/c1-18-14-22(28)8-11-24(18)21-5-3-4-19(15-21)17-33-23-9-6-20(7-10-23)25(16-26(31)32)27-29-12-13-30(27)2/h3-15,25H,16-17H2,1-2H3,(H,31,32)/t25-/m0/s1

SMILES Code: ClC1=CC=C(C2=CC=CC(COC3=CC=C([C@@H](C4=NC=CN4C)CC(O)=O)C=C3)=C2)C(C)=C1

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

Preparing Stock Solutions

The following data is based on the product molecular weight 460.958 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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Zhihua Ma, Daniel C.-H. Lin, Rajiv Sharma, Jinqian Liu, Liusheng Zhu, An-Rong Li, Todd Kohn, Yingcai Wang, Jiwen (Jim) Liu, Michael D. Bartberger, Julio C. Medina, Run Zhuang, Frank Li, Jane Zhang, Jian Luo, Simon Wong, George R. Tonn, Jonathan B. Houze. Discovery of the Imidazole-derived GPR40 Agonist AM-3189. Bioorg. Med. Chem. Lett. In Press, Accepted Manuscript, Available online 17 November 2015.