76692-58-5

Basic information

• Product Name: Acetic acid, isocyanato-, phenylmethyl ester
• Synonyms: benzyl-isocyanatoacetate;benzyl isocyanoacetate;Benzylisocyanoacetat;Isocyanato-essigsaeure-benzylester;isocyanatoacetic acid,diphenylmethyl ester;Acetic acid,isocyanato-,phenylmethyl ester
• CAS NO: 76692-58-5
• Molecular Formula: C10H9NO3
• Molecular Weight: 191.186
• Mol File: 76692-58-5.mol

Chemical Properties

• CAS DataBase Reference: Acetic acid, isocyanato-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid, isocyanato-, phenylmethyl ester(76692-58-5)
• EPA Substance Registry System: Acetic acid, isocyanato-, phenylmethyl ester(76692-58-5)

Safety Data

• Hazardous Substances Data: 76692-58-5(Hazardous Substances Data)

Upstream product

• 32315-10-9 bis(trichloromethyl) carbonate 
• 2462-31-9 benzyl 2-aminoacetate hydrochloride 
• 100-39-0 benzyl bromide 
• 24424-95-1 di-tert-butyl tricarbonate 
• 1738-68-7 Gly-OBz 
• 75-44-5 phosgene 
• 51354-16-6 [N-formyl(O-benzyl)]glycinate 

Downstream Products

• 105762-92-3 5-((S)-2-Benzyloxycarbonyl-azetidin-1-ylmethyl)-oxazole-4-carboxylic acid benzyl ester 
• 147590-65-6 2-benzyl 3,4-diethyl-1H-pyrrole-2-carboxylate 
• 81733-44-0 benzyl-3-hydroxy-ureido-acetate 
• 30988-24-0 2-(3-hydroxyureido)acetic acid 
• 62175-88-6 3,3-diethyl-4ξ,7-dioxo-6c-(2-phenoxy-acetylamino)-(5rH)-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester 
• 62175-84-2 3,3-diethyl-7-oxo-6c-(2-phenoxy-acetylamino)-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester 
• 62175-84-2 3,3-diethyl-7-oxo-6t-(2-phenoxy-acetylamino)-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester 
• 69604-86-0 5,5-diethyl-4,5-dihydro-thiazole-4-carboxylic acid benzyl ester 
• 846569-22-0 N'-(6-(benzyloxycarbonylmethyl-1,3-ureido)hexyl)-N-tert-Boc-L-phenylalaninamide 
• 92507-13-6 N.N'-bis-benzyloxycarbonyl-L-cystine bis-(benzyloxycarbonylmethyl-amide) 
• 62175-80-8 Benzyl-β,β-diaethyl-α-formylaminoacetat 

Relevant articles and documents

Camptothecin derivatives and their medical use

The invention aims at providing camptothecin derivatives represented by a formula I as shown in the specification and pharmaceutically acceptable non-toxic salts, hydrates or solvates thereof. In the formula I, R1 and R4 represent H or C1-C5 alkyls; R2 represents an alkyl side chain of an L-type or D-type amino acid, namely H, -CH3, -CH(CH3)2, -CH2CH(CH3)2 or -CH(CH3)CH2CH3; R3 represents H or -CH2N(CH3)2; n is 0 or an integer ranging from 1 to 6.

Synthesis and biological evaluation of novel 10-substituted-7- Ethyl-10-hydroxycamptothecin (SN-38) prodrugs

In an attempt to improve the antitumor activity and reduce the side effects of irinotecan (2), novel prodrugs of SN-38 ( 3) were prepared by conjugating amino acids or dipeptides to the 10-hydroxyl group of SN-38 via a carbamate linkage. The synthesized compounds completely generated SN-38 in pH 7.4 buffer or in human plasma, while remaining stable under acidic conditions. All prodrug compounds demonstrated much greater in vitro antitumor activities against HeLa cells and SGC-7901 cells than irinotecan. The most active compounds, 5h, 7c, 7d, and 7f, exhibited IC50 values that were 1000 times lower against HeLa cells and 30 times lower against SGC-7901 cells than those of irinotecan, and the inhibitory activities of these prodrugs against acetylcholinesterase (AchE) were significantly reduced, with IC50 values more than 6.8 times greater than that of irinotecan. In addition, compound 5e exhibited the same level of tumor growth inhibitory activity as irinotecan (CPT-11) in a human colon xenograft model in vivo.

The chirality of dendrimer-based supramolecular complexes

Boc-protected L-phenylalanine has been connected to a spacer-armed ureido-acetic acid derivative, which can form multiple supramolecular complexes with urea-adamantyl modified poly(propylene imine) dendrimers in chloroform. Complexes of this guest with se