49701-55-5

Basic information

• Product Name: Hexanoic acid, 6-[[1-oxo-6-[[(phenylmethoxy)carbonyl]amino]hexyl]amino]-
• CAS NO: 49701-55-5
• Molecular Formula: C20H30N2O5
• Molecular Weight: 378.469
• Mol File: 49701-55-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Hexanoic acid, 6-[[1-oxo-6-[[(phenylmethoxy)carbonyl]amino]hexyl]amino]-(CAS DataBase Reference)
• NIST Chemistry Reference: Hexanoic acid, 6-[[1-oxo-6-[[(phenylmethoxy)carbonyl]amino]hexyl]amino]-(49701-55-5)
• EPA Substance Registry System: Hexanoic acid, 6-[[1-oxo-6-[[(phenylmethoxy)carbonyl]amino]hexyl]amino]-(49701-55-5)

Safety Data

• Hazardous Substances Data: 49701-55-5(Hazardous Substances Data)

Upstream product

• 1947-00-8 6-(benzyloxycarbonylamino)hexanoic acid 
• 124158-33-4 6-(6-benzyloxycarbonylamino-hexanoylamino)-hexanoic acid ethyl ester 
• 60-32-2 6-aminohexanoic acid 
• 541-41-3 chloroformic acid ethyl ester 
• 501-53-1 benzyl chloroformate 
• 53733-98-5 N-hydroxysuccinimide ester of 6-{[(benzyloxy)carbonyl]amino}hexanoic acid 
• 4644-75-1 6-benzyloxycarbonylaminocapronoyl chloride 

Downstream Products

• 121759-91-9 p-nitrophenyl 13-benzyloxycarbonylamino-8-oxo-7-azatridecanoate 
• 121759-70-4 6-(6-benzyloxycarbonylamino-hexanoylamino)-hexanethioic acid S-phenyl ester 
• 25580-84-1 N,N'-Bis-<6-(6-benzyloxycarbonylamino-hexanoyl)-amino-hexanoyl>-tetramethylendiamin 
• 25580-88-5 methyl 13-benzyloxycarbonylamino-8-oxo-7-azatridecanoate 
• 18387-00-3 Carbobenzoxy-di-ε-aminocapronsaeure-cyclohexylamid 
• 56403-09-9 1,8-diazacyclotetradecane-2,9-dione 
• 109565-05-1 6-(6-amino-hexanoylamino)-hexanoic acid-(4-nitro-phenyl ester); hydrobromide 
• 117071-87-1 27-amino-8,15,22-trioxo-7,14,21-triaza-heptacosanethioic acid S-phenyl ester; hydrobromide 
• 5834-63-9 1,8,15,22-tetraaza-cyclooctacosane-2,9,16,23-tetraone 
• 120856-44-2 6-[6-(6-benzyloxycarbonylamino-hexanoylamino)-hexanoylamino]-hexanethioic acid S-phenyl ester 
• 108777-19-1 [6]6-benzyloxycarbonylamino-lin-penta[1=>6]hexanoylamino-hexanethioic acid S-phenyl ester 
• 108923-07-5 [5]6-benzyloxycarbonylamino-lin-tetra[1=>6]hexanoylamino-hexanethioic acid S-phenyl ester 
• 56403-08-8 1,8,15-triaza-cycloheneicosane-2,9,16-trione 
• 69228-46-2 [8]6-benzyloxycarbonylamino-lin-hepta[1=>6]hexanoylamino-hexanoic acid 

Relevant articles and documents

Structure-Activity Relationship of 18F-Labeled Phosphoramidate Peptidomimetic Prostate-Specific Membrane Antigen (PSMA)-Targeted Inhibitor Analogues for PET Imaging of Prostate Cancer

A series of phosphoramidate-based prostate specific membrane antigen (PSMA) inhibitors of increasing lipophilicity were synthesized (4, 5, and 6), and their fluorine-18 analogs were evaluated for use as positron emission tomography (PET) imaging agents for prostate cancer. To gain insight into their modes of binding, they were also cocrystallized with the extracellular domain of PSMA. All analogs exhibited irreversible binding to PSMA with IC50 values ranging from 0.4 to 1.3 nM. In vitro assays showed binding and rapid internalization (80-95%, 2 h) of the radiolabeled ligands in PSMA(+) cells. In vivo distribution demonstrated significant uptake in CWR22Rv1 (PSMA(+)) tumor, with tumor to blood ratios of 25.6:1, 63.6:1, and 69.6:1 for [18F]4, [18F]5, and [18F]6, respectively, at 2 h postinjection. Installation of aminohexanoic acid (AH) linkers in the phosphoramidate scaffold improved their PSMA binding and inhibition and was critical for achieving suitable in vivo imaging properties, positioning [18F]5 and [18F]6 as favorable candidates for future prostate cancer imaging clinical trials.

SYNTHESIS OF AZA-CROWN COMPOUNDS BY INTRAMOLECULAR CYCLIZATION OF ω-AMINO ACIDS

A method for the synthesis of aza-crown compounds by the intramolecular cyclization of ω-amino acids with subsequent reduction of the lactam to a macrocyclic amine was developed. 1,8-Diazacyclotetradecane and 1,8-dioxa-4,11-diazacyclotetradecane was synthesized in preparative yields.The structural assignments were made using the IR, 1H and 13C NMR, and mass spectra.