171351-19-2

Upstream product

• 7206-70-4 4-amino-5-chloro-2-methoxybenzoic acid 
• 2592-95-2 benzotriazol-1-ol 
• 42014-43-7 1H-benzo[d][1,2,3]triazol-1-yl ethyl carbonate 
• 51078-56-9 1-isobutoxycarbonyloxy-1H-benzotriazole 

Downstream Products

• 81098-60-4 Acenalin 
• 24190-74-7 4-amino-5-chloro-2-methoxybenzamide 
• 31380-91-3 4-amino-5-chloro-2-methoxybenzonitrile 
• 147805-12-7 4-amino-5-chloro-N-hydroxy-2-methoxybenzamidine 
• 174822-16-3 2-chloro-5-methoxy-4-<5-(2-piperidylmethyl)-1,2,4-oxadiazol-3-yl>aniline 

Relevant academic research and scientific papers

A conventional new procedure for N-acylation of unprotected amino acids

The preparation of amide derivatives (4) by N-acylation of unprotected α-amino acids is easily achieved via readily available benzotriazolyl carboxylates (2a-d) or succinimidyl carboxylates (2e-f). These intermediates (2) are prepared from reaction of carboxylic acids (1) with 1-hydroxybenzotriazole (HO-Bt) or N-hydroxysuccinimide (HO-Su) in the presence of equimolar amounts of 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride (WSCI). The overall yields of the target compounds (4) were excellent, and this two-stage procedure could be applicable as an alternative procedure for one-pot reaction.

Benzotriazol-1-yl alkyl carbonate, a new convenient and inexpensive coupling agent to prepare an active ester for the synthesis of amide

Benzotriazol-1-yl alkyl carbonate 1 has been found to be a new convenient and inexpensive coupling agent to prepare an active ester 2 for the synthesis of an amide 3 in good yield and with high purity.

Novel 5-hydroxytryptamine 4 (5-HT4) receptor agonists. Synthesis and gastroprokinetic activity of 4-amino-N-[2-(1-aminocycloalkan-1-yl)ethyl]-5- chloro-2-methoxybenzamides

A novel series of 4-amino-N-[2-(1-aminocycloalkan-1-yl)ethyl]-5-chloro- 2-methoxybenzamide derivatives (1), which had amines conformationally restricted due to the effect of repulsion by neighboring substituents, were prepared and evaluated for 5-hydroxytryptamine 4 (5-HT4) agonistic activities by using the contraction of longitudinal muscle myenteric plexus (LMMP) of guinea pig ileum. One of the most potent compounds in this series was 4-amino-5-chloro-N-[2-(1-dimethylamino-1-cyclohexyl)ethyl]-2- methoxybenzamide (1c, YM-47813) with an EC50 value of 1.0 μM on LMMP. This compound effectively enhanced gastric motility and gastric emptying in conscious dogs by oral administration (1-3 mg/kg).