1329063-70-8

Basic information

• Product Name: C₄₂H₄₄N₆O₆
• Synonyms: C₄₂H₄₄N₆O₆
• CAS NO: 1329063-70-8
• Molecular Weight: 728.848
• Mol File: 1329063-70-8.mol

Chemical Properties

• CAS DataBase Reference: C₄₂H₄₄N₆O₆(CAS DataBase Reference)
• NIST Chemistry Reference: C₄₂H₄₄N₆O₆(1329063-70-8)
• EPA Substance Registry System: C₄₂H₄₄N₆O₆(1329063-70-8)

Safety Data

• Hazardous Substances Data: 1329063-70-8(Hazardous Substances Data)

Upstream product

• 1329063-63-9 C₁₇H₁₉N₃O₄ 
• 1329063-38-8 (2S)-(3-pyridyl)alaninyl-(3S)-β-homophenylalaninyl benzyl ester hydrochloride 
• 1234783-06-2 benzhydrylidene aza-glycinyl-proline tert-butyl ester 
• 329348-45-0 benzyl (S)-3-{[(tert-butoxy)carbonyl]amino}-4-phenylbutanoate 
• 117142-26-4 (S)-2-tert-butoxycarbonylamino-3-pyridin-3-yl-propionic acid 
• 100-39-0 benzyl bromide 
• 51871-62-6 (S)-3-tert-butoxycarbonylamino-4-phenylbutanoic acid 
• 1329063-55-9 C₂₁H₂₇N₃O₄ 
• 1329063-48-0 C₁₃H₂₁N₃O₃*ClH 
• 1329063-37-7 N-Boc-(2S)-(3-pyridyl)alaninyl-(3S)-β-homophenylalanine benzyl ester 
• 1329063-33-3 (3S)-β-homophenylalanine benzyl ester hydrochloride 
• 1234782-72-9 benzhydrylidene aza-propargylglycinyl-proline tert-butyl ester 

Downstream Products

• 1329063-24-2 phenylacetyl-aza-propargylglycinyl-(2S)-prolyl-(2S)-3-(pyridyl)-alaninyl-(3S)-β-homophenylalanine 

Relevant articles and documents

Paired Utility of Aza-Amino Acyl Proline and Indolizidinone Amino Acid Residues for Peptide Mimicry: Conception of Prostaglandin F2α Receptor Allosteric Modulators That Delay Preterm Birth

Peptide mimicry employing a combination of aza-amino acyl proline and indolizidinone residues has been used to develop allosteric modulators of the prostaglandin F2α receptor. The systematic study of the N-terminal phenylacetyl moiety and the conformation and side chain functions of the central turn dipeptide residue has demonstrated the sensitive relationships between modulator activity and topology. Examination of aza-Gly-Pro and aza-Phe-Pro analogs 2a and 2b in a murine preterm labor model featuring treatment with lipopolysaccharide demonstrated their capacity to extend significantly (>20 h) the average time of delivery offering new prototypes for delaying premature birth.

Targeting the prostaglandin f2α receptor for preventing preterm labor with azapeptide tocolytics

The prostaglandin-F2α (PGF2α) receptor (FP) was targeted to develop tocolytic agents for inhibiting preterm labor. Azabicycloalkane and azapeptide mimics 2-10 were synthesized based on the (3S,6S,9S)-indolizidin-2- one amino acid analogue PDC113.824 (1), which was shown to modulate FP by a biased allosteric mechanism, involving both Gαq- and Gα12-mediated signaling pathways, and exhibited significant tocolytic activity delaying preterm labor in a mouse model (Goupil; et al.J. Biol. Chem. 2010, 285, 25624-25636). Although changes in azabicycloalkane stereochemistry and ring size caused loss of activity, replacement of the indolizidin-2-one amino acid with azaGly-Pro and azaPhe-Pro gave azapeptides 6 and 8, which reduced PGF2α-induced myometrial contractions, potentiated the effect of PGF2α on Gαq-mediated ERK1/2 activation, and inhibited FP modulation of cell ruffling, a response dependent on the Gα12/RhoA/ROCK signaling pathway. Revealing complementarities of azabicycloalkane and azapeptide mimics, novel probes, and efficient tocolytic agents were made to study allosteric modulation of the FP receptor.