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Merck
CN

SML2037

Sigma-Aldrich

SR2595

≥98% (HPLC)

Synonym(s):

(S)-4′-((5-((1-(4-(tert-butyl)phenyl)ethyl)carbamoyl)-2,3-dimethyl-1H-indol-1-yl)methyl)-[1,1′-biphenyl]-2-carboxylic acid, 4′-[[5-[[[(1S)-1-[4-(1,1-Dimethylethyl)phenyl]ethyl]amino]carbonyl]-2,3-dimethyl-1H-indol-1-yl]methyl]-[1,1′-biphenyl]-2-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C37H38N2O3
CAS Number:
Molecular Weight:
558.71
UNSPSC Code:
12352200
NACRES:
NA.77
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Assay

≥98% (HPLC)

form

powder

color

white to faint brown

solubility

DMSO: 2 mg/mL, clear

shipped in

wet ice

storage temp.

−20°C

SMILES string

O=C(C(C=C1)=CC2=C1N(C(C)=C2C)CC(C=C3)=CC=C3C4=C(C(O)=O)C=CC=C4)N[C@H](C(C=C5)=CC=C5C(C)(C)C)C

InChI

1S/C37H38N2O3/c1-23-25(3)39(22-26-11-13-28(14-12-26)31-9-7-8-10-32(31)36(41)42)34-20-17-29(21-33(23)34)35(40)38-24(2)27-15-18-30(19-16-27)37(4,5)6/h7-21,24H,22H2,1-6H3,(H,38,40)(H,41,42)/t24-/m0/s1

InChI key

WKDKAVKAQXVFJV-DEOSSOPVSA-N

Biochem/physiol Actions

Inverse agonist of PPARγ that promoted osteogenic differentiation of isolated bone marrow-derived mesenchymal stem cells
SR2595 is an inverse agonist of PPARG (PPARγ) with an IC50 value of 30 nM. It was found to promote osteogenic differentiation of isolated bone marrow-derived mesenchymal stem cells accompanied by increased expression of bone morphogenetic proteins BMP2 and BMP6. SR2595 showed good pharmacokinetics and can be administered orally. It caused no significant change in insulin sensitivity, fasting insulin levels, food consumption or body weight when administered orally to mice.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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David P Marciano et al.
Nature communications, 6, 7443-7443 (2015-06-13)
The nuclear receptor peroxisome proliferator-activated receptor gamma (PPARγ) is the master regulator of adipogenesis and the pharmacological target of the thiazolidinedione (TZD) class of insulin sensitizers. Activation of PPARγ by TZDs promotes adipogenesis at the expense of osteoblast formation, contributing
Adele M Musicant et al.
Cell reports, 34(8), 108768-108768 (2021-02-25)
Mucoepidermoid carcinoma (MEC) is a life-threatening salivary gland cancer that is driven primarily by a transcriptional coactivator fusion composed of cyclic AMP-regulated transcriptional coactivator 1 (CRTC1) and mastermind-like 2 (MAML2). The mechanisms by which the chimeric CRTC1/MAML2 (C1/M2) oncoprotein rewires

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