68199-62-2

Basic information

• Product Name: <(benzyloxycarbonyl)-L-valinyl>hydrazinecarboxylic acid tert-butyl ester
• CAS NO: 68199-62-2
• Molecular Weight: 365.429
• Mol File: 68199-62-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: <(benzyloxycarbonyl)-L-valinyl>hydrazinecarboxylic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: <(benzyloxycarbonyl)-L-valinyl>hydrazinecarboxylic acid tert-butyl ester(68199-62-2)
• EPA Substance Registry System: <(benzyloxycarbonyl)-L-valinyl>hydrazinecarboxylic acid tert-butyl ester(68199-62-2)

Safety Data

• Hazardous Substances Data: 68199-62-2(Hazardous Substances Data)

Upstream product

• 870-46-2 t-butoxycarbonylhydrazine 
• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 
• 501-53-1 benzyl chloroformate 
• 72-18-4 L-valine 

Downstream Products

• 2443-71-2 benzyl (S)-(1-hydrazineyl-3-methyl-1-oxobutan-2-yl)carbamate 
• 180463-06-3 [(S)-1-(N'-Isobutyl-hydrazinocarbonyl)-2-methyl-propyl]-carbamic acid benzyl ester 
• 180463-08-5 {(S)-1-[N'-((2S,3S)-3-Amino-2-hydroxy-4-phenyl-butyl)-N'-isobutyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid benzyl ester 
• 180463-07-4 {(1S,2S)-1-Benzyl-3-[N'-((S)-2-benzyloxycarbonylamino-3-methyl-butyryl)-N-isobutyl-hydrazino]-2-hydroxy-propyl}-carbamic acid tert-butyl ester 
• 180463-09-6 (S)-N¹-{(1S,2S)-3-[N'-((S)-2-Amino-3-methyl-butyryl)-N-isobutyl-hydrazino]-1-benzyl-2-hydroxy-propyl}-2-[(quinoline-2-carbonyl)-amino]-succinamide 
• 180463-23-4 {(S)-1-[N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-isobutyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid benzyl ester 
• 16305-24-1 N-Cholesteryloxycarbonyl-Phe-Val-tert.-butyloxycarbonyl-hydrazid 
• 16305-23-0 N-Benzyloxycarbonyl-Phe-Val-tert.-butyloxycarbonyl-hydrazid 

Relevant articles and documents

Carbonylhydrazide-based molecular tongs inhibit wild-type and mutated HIV-1 protease dimerization

We have designed and synthesized new molecular tongs based on a rigid naphthalene scaffold and evaluated their antidimer activity on HIV-1 protease (PR). We inserted carbonylhydrazide and oligohydrazide (azatide) fragments into their peptidomimetic arms t

Aza-peptide analogs as potent human immunodeficiency virus type-1 protease inhibitors with oral bioavailability

A series of aza-peptide analogs with a (hydroxyethyl)hydrazine isostere has been synthesized as HIV-1 protease inhibitors using a simple synthetic scheme. Structure-activity studies based on the X-ray of a previously described inhibitor-enzyme complex led to potent inhibitors with antiviral activity in the low-nanomolar range. The S-configuration of the transition- state hydroxyl group was preferred in this series. Small modifications of the P2P3 and P2'P3' substituents had little effect on enzyme inhibition but greatly influenced the pharmacokinetic profile. As a result of these studies, the symmetrically acylated compound 8a and its close analog 24a bearing a methyl carbamate in P3 and an ethyl carbamate in P3' position were identified as potent inhibitors with plasma concentrations exceeding antiviral ED50 values 150-fold following oral application in mice.