65564-05-8

Basic information

• Product Name: 3-[(Benzyloxycarbonyl)amino]propionaldehyde
• Synonyms: 3-[(Benzyloxycarbonyl)aMino]propionaldehyde 95%;3-[(Carbobenzyloxy)amino]propionaldehyde;Benzyl N-(3-oxopropyl)carbamate;(3-Oxo-propyl)-carbamic acid benzyl ester;3-[(BENZYLOXYCARBONYL)AMINO]PROPIONALDEHYDE;3-[(BENZYLOXYCARBONYL)AMINO]-1-PROPANAL;N-Phenylmethoxycarbonyl-3-aminopropanol;N-Phenylmethoxycarbonyl-3-Aminopropanal
• CAS NO: 65564-05-8
• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.23
• Mol File: 65564-05-8.mol
• Article Data: 46

Chemical Properties

• Melting Point: 52-57 °C(lit.)
• Boiling Point: 370.057 °C at 760 mmHg
• Flash Point: 177.605 °C
• Appearance: White to yellow/Crystalline Powder
• Density: 1.142 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.521
• Storage Temp.: 2-8°C
• PKA: 12.08±0.46(Predicted)
• CAS DataBase Reference: 3-[(Benzyloxycarbonyl)amino]propionaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[(Benzyloxycarbonyl)amino]propionaldehyde(65564-05-8)
• EPA Substance Registry System: 3-[(Benzyloxycarbonyl)amino]propionaldehyde(65564-05-8)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• Hazardous Substances Data: 65564-05-8(Hazardous Substances Data)

Usage

Uses

3-(Benzyloxycarbonylamino)propionaldehyde is used as a reagent in the synthesis of Tuberactinomycin N, a peptide antibiotic that is used as an anti-tuberculotic drug. 3-(Benzyloxycarbonylamino)propionaldehyde is also used as a reagent to prepare L-epicapreomycidine, a guanidino amino acid that is naturally found in hydrolyzates of protease inhibitors.

InChI:InChI=1/C11H13NO3/c13-8-4-7-12-11(14)15-9-10-5-2-1-3-6-10/h1-3,5-6,8H,4,7,9H2,(H,12,14)

Upstream product

• 34637-22-4 3-[(N-benzyloxycarbonyl)amino]propanol 
• 918957-05-8 3-Boc-2-(3-benzyloxycarbonylamino-propyl)-[1,3]oxazinane 
• 197891-66-0 4-benzyloxycarbamate-butyraldehyde diethyl acetal 
• 41365-75-7 aminopropane diethyl acetal 
• 501-53-1 benzyl chloroformate 
• 75-91-2 tert.-butylhydroperoxide 
• 156-87-6 propan-1-ol-3-amine 
• 124932-16-7 N-(3-hydroxypropyl)-2-phenylacetamide 
• 31139-36-3 dibenzyl dicarbonate 
• 2304-94-1 3-(benzyloxycarbonylamino)propanoic acid 
• 54755-77-0 N-benzyloxycarbonyl-3-aminopropionic acid methyl ester 
• 73870-54-9 phenylmethyl [3,3-bis(ethyloxy)propyl]carbamate 
• 82267-36-5 N-Cbz-beta-alanine ethyl carbonic anhydride 

Downstream Products

• 133345-86-5 ethyl <3--1-hydroxypropyl>methylphosphinate 
• 193968-61-5 {3-[(3S,5S,8S,9S,10S,11S,13S,14S,17S)-3-Hydroxy-17-(1H-imidazol-4-yl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-11-ylamino]-propyl}-carbamic acid benzyl ester 
• 128550-06-1 (N¹,N⁴,N⁹,N¹³-tetra-tert-butoxycarbonyl)-1,16-diamino-4,9,13-triazahexadecane 
• 1206601-20-8 [3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-propyl]-carbamic acid benzyl ester 
• 1204008-00-3 N₂,N₅-bis[2-(benzyloxycarbonyl)aminoethyl]-3,6-bis[3-(benzyloxycarbonylamino)propylamino]pyrazine-2,5-dicarboxamide 
• 1187355-27-6 (2S,3R)-5-(N-benzyloxycarbonyl)amino-2,3-dihydroxypentanal 
• 1187355-29-8 C₁₃H₁₇NO₅ 
• 1187355-28-7 C₁₃H₁₇NO₅ 
• 2304-94-1 3-(benzyloxycarbonylamino)propanoic acid 

Relevant articles and documents

Fmox: A base-labile aldehyde protecting group

A base-labile aldehyde protecting group founded upon the 3-Fmoc-(1,3)-oxazinane moiety has been developed. A series of novel or previously described acid-labile aldehyde protecting groups were proven to be fully stable under the mild basic conditions, which completely removed the new base-labile aldehyde protecting group. The possible reaction pathways for introducing and removing the different aldehyde protecting groups have been explored and characterized.

Unexpected Acetylation of Endogenous Aliphatic Amines by Arylamine N-Acetyltransferase NAT2

N-Acetyltransferases play critical roles in the deactivation and clearance of xenobiotics, including clinical drugs. NAT2 has been classified as an arylamine N-acetyltransferase that mainly converts aromatic amines, hydroxylamines, and hydrazines. Herein, we demonstrate that the human arylamine N-acetyltransferase NAT2 also acetylates aliphatic endogenous amines. Metabolomic analysis and chemical synthesis revealed increased intracellular concentrations of mono- and diacetylated spermidine in human cell lines expressing the rapid compared to the slow acetylator NAT2 phenotype. The regioselective N8-acetylation of monoacetylated spermidine by NAT2 answers the long-standing question of the source of diacetylspermidine. We also identified selective acetylation of structurally diverse alkylamine-containing drugs by NAT2, which may contribute to variations in patient responses. The results demonstrate a previously unknown functionality and potential regulatory role for NAT2, and we suggest that this enzyme should be considered for re-classification.

SULFONAMIDE DERIVATIVES AND USES THEREOF

The present disclosure relates to compounds of Formula (I) or (II): and to their prodrugs, pharmaceutically acceptable salts, pharmaceutical compositions, methods of use, and methods for their preparation. The compounds disclosed herein are useful for inhibiting the maturation of cytokines of the IL-1 family by inhibiting inflammasomes and may be used in the treatment of disorders in which inflammasome activity is implicated, such as inflammatory, autoinflammatory and autoimmune diseases and cancers.