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ChemicalBook >> CAS DataBase List >>(3aR,4S,7aR)-Octahydro-4-hydroxy-4-[2-(3-methylphenyl)ethynyl]-1H-indole-1-carboxylic acid methyl ester

(3aR,4S,7aR)-Octahydro-4-hydroxy-4-[2-(3-methylphenyl)ethynyl]-1H-indole-1-carboxylic acid methyl ester

CAS No.
543906-09-8
Chemical Name:
(3aR,4S,7aR)-Octahydro-4-hydroxy-4-[2-(3-methylphenyl)ethynyl]-1H-indole-1-carboxylic acid methyl ester
Synonyms
AFQ 056;GT0I9SV4F6;Mavoglurant;SureCN989279;CHEMBL3087515;UNII-GT0I9SV4F6;Mavoglurant, AFQ056;(3aR,4S,7aR)-Methyl 4-hydroxy-4-(2-M-tolylethynyl)-octahydroindole-1-carboxylate;methyl (3aR,4S,7aR)-4-hydroxy-4-(m-tolylethynyl)octahydro-1H-indole-1-carboxylate;UNII-GT0I9SV4F6; AFQ056; MAVOGLURANT; SURECN989279; GT0I9SV4F6; CHEMBL3087515; AFQ 056; AFQ-056
CBNumber:
CB42510066
Molecular Formula:
C19H23NO3
Molecular Weight:
313.39
MDL Number:
MOL File:
543906-09-8.mol
MSDS File:
SDS
Last updated:2025-04-17 18:22:24

(3aR,4S,7aR)-Octahydro-4-hydroxy-4-[2-(3-methylphenyl)ethynyl]-1H-indole-1-carboxylic acid methyl ester Properties

Melting point 119 - 121°C
Boiling point 476.3±45.0 °C(Predicted)
Density 1.21
storage temp. 2-8°C
solubility DMSO (Slightly), Methanol (Slightly)
pka 12.75±0.20(Predicted)
form Solid
color White to Off-White
FDA UNII GT0I9SV4F6
UNSPSC Code 12352200

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338

(3aR,4S,7aR)-Octahydro-4-hydroxy-4-[2-(3-methylphenyl)ethynyl]-1H-indole-1-carboxylic acid methyl ester price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC M197920 Mavoglurant 543906-09-8 10mg $445 2021-12-16 Buy
ChemScene CS-5245 Mavoglurant 99.99% 543906-09-8 10mg $540 2021-12-16 Buy
ChemScene CS-5245 Mavoglurant 99.99% 543906-09-8 5mg $420 2021-12-16 Buy
ChemScene CS-5245 Mavoglurant 99.99% 543906-09-8 50mg $1800 2021-12-16 Buy
ChemScene CS-5245 Mavoglurant 99.99% 543906-09-8 100mg $2520 2021-12-16 Buy
Product number Packaging Price Buy
M197920 10mg $445 Buy
CS-5245 10mg $540 Buy
CS-5245 5mg $420 Buy
CS-5245 50mg $1800 Buy
CS-5245 100mg $2520 Buy

(3aR,4S,7aR)-Octahydro-4-hydroxy-4-[2-(3-methylphenyl)ethynyl]-1H-indole-1-carboxylic acid methyl ester Chemical Properties,Uses,Production

Uses

Mavoglurant is a non-competitive metabotropic glutamate receptor 5 (mGlu5) receptor antagonist.

Biological Activity

Orally active, potent and selective mGluR5 antagonist.

AFQ056 (Mavoglurant) is an orally active, potent and selective antagonist of metabotropic glutamate receptor 5 (mGluR5). AFQ056 was investigated for treatment of fragile X syndrome and for Parkinsonμs disease.

in vivo

Mavoglurant (0.1-10 mg/kg; a single p.o.) inhibits the stress-induced hyperthermia (SIH) in a dose-dependent manner in mice[1].
Mavoglurant (9.4 mg/kg; a single p.o.) exhibits moderate oral bioavailability (32%), terminal half-life (2.9 h) and Cmax (plasma; brain) (950 pmol/mL; 3500 pmol/g)[1].
Mavoglurant (3.1 mg/kg; a single i.v.) exhibits terminal half-life (0.69 h), Cmax (plasma; brain) (3330 pmol/mL; 8400 pmol/g) and Tmax (≤0.08 h)[1].

Animal Model:Male OF1/IC mice[1]
Dosage:0.1, 1, 10 mg/kg
Administration:A single p.o. administration
Result:Attenuated the stress-induced hyperthermia.
Was comparable to the positive control Chlordiazepoxide.
Animal Model:Male Sprague-Dawley rats (175-250 g)[1]
Dosage:3.1 mg/kg for i.v.; 9.4 mg/kg for p.o. (Pharmacokinetic Analysis)
Administration:A single i.v. or p.o. administration
Result:P.o.: F=32%; T1/2=2.9 h; Tmax≤0.25 h.
I.v.: T1/2=0.69 h; Cmax (plasma/brain)=3330 pmol?mL-1/8400 pmol?g-1; Tmax≤0.08 h.

IC 50

mGluR5: 30 nM (IC50)

(3aR,4S,7aR)-Octahydro-4-hydroxy-4-[2-(3-methylphenyl)ethynyl]-1H-indole-1-carboxylic acid methyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

(3aR,4S,7aR)-Octahydro-4-hydroxy-4-[2-(3-methylphenyl)ethynyl]-1H-indole-1-carboxylic acid methyl ester Suppliers

Global( 53)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc. 		+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32265 58
ANHUI WITOP BIOTECH CO., LTD 		+8615255079626 eric@witopchemical.com China 23541 58
ShenZhen Trendseen Biological Technology Co.,Ltd. 		13417589054 trendseenbio@gmail.com China 11681 58
Shanghai Acmec Biochemical Technology Co., Ltd. 		+86-18621343501; +undefined18621343501 product@acmec-e.com China 33338 58
SHANGHAI KEAN TECHNOLOGY CO., LTD. 		+8613817748580 cooperation@kean-chem.com China 40066 58
DAYANG CHEM (HANGZHOU) CO.,LTD 		+86-88938639 +86-17705817739 thtang@dycnchem.com China 53900 58
Amadis Chemical Company Limited 		571-89925085 sales@amadischem.com China 131957 58
WUHAN SUN-SHINE BIO-TECHNOLOGY Co., Ltd. 17702719238 17702719238 sales@sun-shinechem.com China 1015 64
Tianjin Derchemist Science & Technology Co., Ltd. 22-58627059 13920586291 zdcomcon@126.com China 3594 50
Haoyuan Chemexpress Co., Ltd. 021-58950125 info@chemexpress.com China 7552 61
(3aR,4S,7aR)-Octahydro-4-hydroxy-4-[2-(3-methylphenyl)ethynyl]-1H-indole-1-carboxylic acid methyl ester (3aR,4S,7aR)-Methyl 4-hydroxy-4-(2-M-tolylethynyl)-octahydroindole-1-carboxylate Mavoglurant AFQ 056 Mavoglurant, AFQ056 UNII-GT0I9SV4F6; AFQ056; MAVOGLURANT; SURECN989279; GT0I9SV4F6; CHEMBL3087515; AFQ 056; AFQ-056 CHEMBL3087515 GT0I9SV4F6 SureCN989279 UNII-GT0I9SV4F6 1H-Indole-1-carboxylic acid, octahydro-4-hydroxy-4-[2-(3-methylphenyl)ethynyl]-, methyl ester, (3aR,4S,7aR)- methyl (3aR,4S,7aR)-4-hydroxy-4-[2-(3-methylphenyl)ethynyl]-3,3a,5,6,7,7a-hexahydro-2H-indole-1-carboxylate methyl (3aR,4S,7aR)-4-hydroxy-4-(m-tolylethynyl)octahydro-1H-indole-1-carboxylate 543906-09-8