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Details

Stereochemistry RACEMIC
Molecular Formula C29H22Cl3NO4
Molecular Weight 554.848
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PX-20606

SMILES

OC(=O)C1=CC=C(C=C1)[C@H]2C[C@@H]2C3=CC=C(OCC4=C(ON=C4C5=C(Cl)C=CC=C5Cl)C6CC6)C=C3Cl

InChI

InChIKey=XBUXXJUEBFDQHD-NHCUHLMSSA-N
InChI=1S/C29H22Cl3NO4/c30-23-2-1-3-24(31)26(23)27-22(28(37-33-27)16-6-7-16)14-36-18-10-11-19(25(32)12-18)21-13-20(21)15-4-8-17(9-5-15)29(34)35/h1-5,8-12,16,20-21H,6-7,13-14H2,(H,34,35)/t20-,21-/m1/s1

HIDE SMILES / InChI
PX-102 is a methoxyphenylcyclopropane derivative patented by Phenex Pharmaceuticals AG as Farnesoid X receptor agonists useful in the treatment and prophylaxis of FXR-mediated diseases. The Farnesoid X Receptor (FXR) is a bile acid receptor which when activated by Px-102 has a profound positive impact on cholesterol, triglyceride and glucose metabolism in liver and intestine. In preclinical studies, Px-102 potently reduces intestinal uptake of neutral lipids and cholesterol and at the same time enhances the excretion of these lipid species. In addition, Px-102 improves hepatic insulin sensitivity and shows massive hepatoprotective effects in animal models of liver cirrhosis or fibrosis. Phenex Pharmaceuticals completes a phase I trial in Healthy volunteers in Germany in 2012 and no further development report has been published.

Approval Year

PubMed

PubMed

TitleDatePubMed
An FXR Agonist Reduces Bile Acid Synthesis Independently of Increases in FGF19 in Healthy Volunteers.
2018 Oct
Patents

Patents

Sample Use Guides

0.15 mg/kg, 0.3 mg/kg, 0.6 mg/kg, 1.12 mg/kg, 2.25 mg/kg, 3.38 mg/kg, or 4.5 mg/kg
Route of Administration: Oral
Name Type Language
PX-20606
Common Name English
PX 20606
Code English
BENZOIC ACID, 4-(2-(2-CHLORO-4-((5-CYCLOPROPYL-3-(2,6-DICHLOROPHENYL)-4-ISOXAZOLYL)METHOXY)PHENYL)CYCLOPROPYL)-
Systematic Name English
4-(2-(2-CHLORO-4-((5-CYCLOPROPYL-3-(2,6-DICHLOROPHENYL)-4-ISOXAZOLYL)METHOXY)PHENYL)CYCLOPROPYL)BENZOIC ACID
Systematic Name English
Code System Code Type Description
CAS
1268244-85-4
Created by admin on Sat Dec 16 11:43:26 GMT 2023 , Edited by admin on Sat Dec 16 11:43:26 GMT 2023
PRIMARY
ChEMBL
CHEMBL3545113
Created by admin on Sat Dec 16 11:43:26 GMT 2023 , Edited by admin on Sat Dec 16 11:43:26 GMT 2023
PRIMARY
MANUFACTURER PRODUCT INFORMATION
PX-20606
Created by admin on Sat Dec 16 11:43:26 GMT 2023 , Edited by admin on Sat Dec 16 11:43:26 GMT 2023
PRIMARY MedKoo CAT NO: 522554, CAS NO: 1268245-19-7(free acid)Description: PX20606, also known as PX-102, is a FXR agonist. PX20606 induces high-density lipoprotein-mediated transhepatic cholesterol efflux in mice and monkeys and prevent atherosclerosis in cholesteryl ester transfer protein transgenic low-density lipoprotein receptor (-/-) mice. PX20606 demonstrated potent plasma cholesterol-lowering activity that affected all lipoprotein species. (last updated: 3/21/2016).
CAS
1268245-19-7
Created by admin on Sat Dec 16 11:43:26 GMT 2023 , Edited by admin on Sat Dec 16 11:43:26 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
FDA UNII
6TU6SUZ3BY
Created by admin on Sat Dec 16 11:43:26 GMT 2023 , Edited by admin on Sat Dec 16 11:43:26 GMT 2023
PRIMARY
PUBCHEM
118374999
Created by admin on Sat Dec 16 11:43:26 GMT 2023 , Edited by admin on Sat Dec 16 11:43:26 GMT 2023
PRIMARY