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3-bromo-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-2,6-dimethoxybenzamide

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Origin: China

Cas No: 80125-14-0

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 80 mt/month

Lead time: 7 days for OEM, 3 days for ready goods

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CAS No.: 80125-14-0 Formula: C16H23BrN2O3 Molecular Weight: 371.26900

Description

Remoxipride (Roxiam) is an atypical antipsychotic (although according to some sources it is a typical antipsychotic) which was previously used in Europe for the treatment of schizophrenia and acute mania but was withdrawn due to toxicity concerns (incidence of aplastic anemia in 1/10,000 patients). It was initially launched by AstraZeneca in 1990 and suspension of its use began in 1993. Remoxipride acts as a selective D2 and D3 receptor antagonist and also has high affinity for the sigma receptor, possibly playing a role in its atypical neuroleptic action.
Due to its short half-life twice daily (bid) dosing is required, although a once-daily controlled-release tablet has been developed. There was some interest in its use in the treatment of treatment-resistant schizophrenia.

Basic Info

Chemical Name	3-bromo-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-2,6-dimethoxybenzamide
Synonyms	Remoxipridum [INN-Latin]; (S)-remoxipride; (S)-3-bromo-N-[(1-ethylpyrrolidin-2-yl)methyl]-2,6-dimethoxybenzamide; Remoxiprida; (-)-N-ethyl-2-(3-bromo-2,6-dimethoxybenzamidomethyl)pyrrolidine; remoxipiride; S(-)-3-bromo-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2,6-dimethoxy-benzamide; remoxipride; FLA-731; Romoxipride; Roxiam; Remoxipride [USAN:BAN:INN]; Remoxiprida [INN-Spanish]; Remoxipridum;
CAS No.	80125-14-0
Molecular Formula	C16H23BrN2O3
Molecular Weight	371.26900
PSA	50.80000
LogP	3.00920

Properties

Density	1.292
Boiling Point	439.9ºC at 760 mmHg
Flash Point	219.8ºC
Refractive Index	1.54

Safety Info

Safety Statements	S26; S36; S24/25
WGK Germany	3
Risk Statements	R36/37/38
Hazard Codes	Xi

Synthesis Route

2,6-Dimethoxybenzoic acid→3-bromo-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-2,6-dimethoxybenzamide
3-BROMO-2,6-DIMETHOXYBENZOIC ACID→3-bromo-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-2,6-dimethoxybenzamide
3-bromo-2,6-dimethoxybenzoyl chloride+di-D-(-)-tartrate salt of (S)-2-aminomethyl-1-ethylpyrrolidine→3-bromo-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-2,6-dimethoxybenzamide

Precursor

2,6-Dimethoxybenzoic acid
di-D-(-)-tartrate salt of (S)-2-aminomethyl-1-ethylpyrrolidine
3-BROMO-2,6-DIMETHOXYBENZOIC ACID
[(2S)-1-ethylpyrrolidin-2-yl]methanamine

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