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

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

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: Mavoglurant;AFQ 056;GT0I9SV4F6;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

TDS File:: TDS

Last updated:2026-08-05 09:01:00

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(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
InChI	InChI=1S/C19H23NO3/c1-14-5-3-6-15(13-14)8-11-19(22)10-4-7-17-16(19)9-12-20(17)18(21)23-2/h3,5-6,13,16-17,22H,4,7,9-10,12H2,1-2H3/t16-,17-,19-/m1/s1
InChIKey	ZFPZEYHRWGMJCV-ZHALLVOQSA-N
SMILES	N1(C(OC)=O)[C@@]2([H])[C@]([H])([C@](O)(C#CC3=CC=CC(C)=C3)CCC2)CC1
FDA UNII	GT0I9SV4F6
UNSPSC Code	12352200
NACRES	NA.21

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302
Precautionary statements	P280-P305+P351+P338
WGK Germany	WGK 3
Storage Class	11 - Combustible Solids

(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
Sigma-Aldrich	SML4054	AFQ056 ≥98% (HPLC)	543906-09-8	5 mg	$170	2026-04-30	Buy
Sigma-Aldrich	SML4054	AFQ056 ≥98% (HPLC)	543906-09-8	25 mg	$685	2026-04-30	Buy
Sigma-Aldrich	SML4054	AFQ056 ≥98% (HPLC)	543906-09-8	1 unit	$639	2025-07-31	Buy
Usbiological	454211	Mavoglurant	543906-09-8	1mg	$347	2026-06-03	Buy
Usbiological	454211	Mavoglurant	543906-09-8	2mg	$496	2026-06-03	Buy

Product number	Packaging	Price	Buy
SML4054	5 mg	$170	Buy
SML4054	25 mg	$685	Buy
SML4054	1 unit	$639	Buy
454211	1mg	$347	Buy
454211	2mg	$496	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 C_max (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), C_max (plasma; brain) (3330 pmol/mL; 8400 pmol/g) and T_max (≤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%; T_1/2=2.9 h; T_max≤0.25 h. I.v.: T_1/2=0.69 h; C_max (plasma/brain)=3330 pmolmL^-1/8400 pmolg^-1; T_max≤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 Suppliers ( 60)

Supplier	Tel	Email	Country	ProdList	Advantage
WUHAN SUN-SHINE BIO-TECHNOLOGY Co., Ltd.	17702719238	sales@sun-shinechem.com	China	1197	64
BOC Sciences	1-631-485-4226; 16314854226	info@bocsci.com	United States	9920	65
Tianjin Derchemist Science & Technology Co., Ltd.	22-58627059 13920586291	zdcomcon@126.com	China	4094	50
Haoyuan Chemexpress Co., Ltd.	021-58950125	info@chemexpress.com	China	7545	61
MedChemexpress LLC	021-58955995	sales@medchemexpress.cn	United States	4853	58
ShangHai Biochempartner Co.,Ltd	177-54423994 17754423994	2853530910@QQ.com	China	8000	62
Amadis Chemical Company Limited	571-89925085	sales@amadischem.com	China	131885	58
Musechem	+1-800-259-7612	info@musechem.com	United States	4648	60
Twochem Co.Ltd.	021-58111628 15800915896	sales@twochem.com	China	1782	58
Tianjin Kaifu Pharmaceutical Technology Co., Ltd.	18081075745	chemflowtech@sina.com	China	1883	58

Supplier	Advantage
WUHAN SUN-SHINE BIO-TECHNOLOGY Co., Ltd.	64
BOC Sciences	65
Tianjin Derchemist Science & Technology Co., Ltd.	50
Haoyuan Chemexpress Co., Ltd.	61
MedChemexpress LLC	58
ShangHai Biochempartner Co.,Ltd	62
Amadis Chemical Company Limited	58
Musechem	60
Twochem Co.Ltd.	58
Tianjin Kaifu Pharmaceutical Technology Co., Ltd.	58

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

(3aR,4S,7aR)-Octahydro-4-hydroxy-4-[2-(3-methylphenyl)ethynyl]-1H-indole-1-carboxylic acid methyl ester(543906-09-8)¹HNMR

543906-09-8 ((3aR,4S,7aR)-Octahydro-4-hydroxy-4-[2-(3-methylphenyl)ethynyl]-1H-indole-1-carboxylic acid methyl ester) Related Search:

(3aR,4S,7aR)-Octahydro-4-hydroxy-4-[2-(3-methylphenyl)ethynyl]-1H-indole-1-carboxylic acid tert-butyl ester (3aR,4S,7aR)-Octahydro-4-hydroxy-4-[2-(3-methylphenyl)ethynyl]-1H-indole-1-carboxylic acid methyl ester Mavoglurant (racemate) NA LY 341495

Ro 67-7476

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(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 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 Mavoglurant 543906-09-8