88932-69-8

Basic information

• Product Name: Carbamic acid, [2-oxo-1-(phenylmethyl)-2-(3-pyridinylamino)ethyl]-, 1,1-dimethylethyl ester, (S)-
• CAS NO: 88932-69-8
• Molecular Formula: C19H23N3O3
• Molecular Weight: 341.41
• Mol File: 88932-69-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [2-oxo-1-(phenylmethyl)-2-(3-pyridinylamino)ethyl]-, 1,1-dimethylethyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [2-oxo-1-(phenylmethyl)-2-(3-pyridinylamino)ethyl]-, 1,1-dimethylethyl ester, (S)-(88932-69-8)
• EPA Substance Registry System: Carbamic acid, [2-oxo-1-(phenylmethyl)-2-(3-pyridinylamino)ethyl]-, 1,1-dimethylethyl ester, (S)-(88932-69-8)

Safety Data

• Hazardous Substances Data: 88932-69-8(Hazardous Substances Data)

Upstream product

• 462-08-8 pyridin-3-ylamine 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 

Downstream Products

• 1221487-23-5 C₂₀H₂₆N₃O₃⁽¹⁺⁾*I^(1-) 
• 714970-66-8 ((S)-1-(4-Hydroxy-2,6-dimethyl-benzyl)-2-oxo-2-{(S)-2-[(S)-2-phenyl-1-(pyridin-3-ylcarbamoyl)-ethylcarbamoyl]-pyrrolidin-1-yl}-ethyl)-carbamic acid tert-butyl ester 
• 714970-35-1 ((S)-1-(4-Hydroxy-benzyl)-2-oxo-2-{(S)-2-[(S)-2-phenyl-1-(pyridin-3-ylcarbamoyl)-ethylcarbamoyl]-pyrrolidin-1-yl}-ethyl)-carbamic acid tert-butyl ester 
• 714970-09-9 (S)-2-[(S)-2-Phenyl-1-(pyridin-3-ylcarbamoyl)-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 88932-75-6 3-(L-phenylalanylamino)pyridine 
• 88932-70-1 3-(L-phenylalanylamino)pyridine dihydrochloride 

Relevant articles and documents

Remarkable shape-sustaining, load-bearing, and self-healing properties displayed by a supramolecular gel derived from a bis-pyridyl-bis-amide of L -phenyl alanine

A series of bis-amides decorated with pyridyl and phenyl moieties derived from L-amino acids having an innocent side chain (L-alanine and L-phenyl alanine) were synthesized as potential low-molecular-weight gelators (LMWGs). Both protic and aprotic solven

Development of potent bifunctional endomorphin-2 analogues with mixed μ-/δ-opioid agonist and δ-opioid antagonist properties

The C terminus of endomorphin-2 (EM-2) analogues (Tyr-Pro-Phe-NH-X) was modified with aromatic, heteroaromatic, or aliphatic groups (X = phenethyl,benzyl, phenyl, naphthyl, pyridyl, quinolyl, isoquinolyl, tert-butyl, cyclohexyl, or adamantyl; 3-18) to study their effect on opioid activity. Only 9 (1-naphthyl), 11 (5-quinolyl), 16 (cyclohexyl), and 18 (2-adamantyl) exhibited μ-opioid receptor affinity in the nanomolar range (Ki = 2.41-6.59 nM), which, however, was 3-to 10-fold less than the parent peptide. Replacement of Tyr1 by Dmt (2′,6′-dimethyl-L-tyrosine) (19-32) exerted profound effects: (i) acquisition of high μ-opioid receptor affinity (Ki = 0.11-0.52 nM) except 23 (Ph); (ii) presence of potent functional μ-opioid receptor agonism (IC50 1]EM-2), 27 (1-naphthyl), 29 (5-quinolyl), and 32 (5-isolquinolyl); (iii) association of weak δ-opioid antagonist activity (pA2 = 5.41-7.18) except 19 ([Dmt1]EM-2), 20 (H), 27 (1-naphthyl), and in particular 29 (5-quinolyl) with its potent δ-agonism (IC50 = 0.62 nM, pA2 = 5.88); (iv) production of antinociception after ic administration of 32 (5-isoquinolyl) in mice, a bioactivity absent in the corresponding Tyr1 analogue (14); and (v) preferential cis orientation (cis/trans = 3:2 to 7:3) at the Dmt-Pro amide bond, in contrast to the Tyr-Pro amide trans orientation (cis/trans = 1:2 to 1:3). Thus, [Dmt1]EM-2 analogues with hydrophobic C-terminal extensions provide model compounds with potent μ-opioid receptor bioactivity and dual functional agonism.