56083-27-3

Basic information

• Product Name: <8-D-homoarginine>deaminovasopressin
• CAS NO: 56083-27-3
• Molecular Weight: 1083.26
• Mol File: 56083-27-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: <8-D-homoarginine>deaminovasopressin(CAS DataBase Reference)
• NIST Chemistry Reference: <8-D-homoarginine>deaminovasopressin(56083-27-3)
• EPA Substance Registry System: <8-D-homoarginine>deaminovasopressin(56083-27-3)

Safety Data

• Hazardous Substances Data: 56083-27-3(Hazardous Substances Data)

Upstream product

• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 61925-77-7 Boc-cysteine(4-Me-Bn) 
• 132718-70-8 Boc-D-Har(NO2)-OH 
• 67084-40-6 1-(N-tert-butoxycarbonyl-glycyloxy)-1H-benzotriazole 

Relevant articles and documents

STRONG UTEROTONIC INHIBITORS-ANALOGS OF 1-DEAMINO-8-D-HOMOARGININE-VASOPRESSIN WITH p-SUBSTITUTED PHENYLALANINE IN POSITION 2

Solid phase methodology on benzhydrylamine or p-methylbenzhydrylamine resin was used for the synthesis of five analogs of deamino-vasopressin with non-coded amino acids, D-homoarginine, in position 8 and p-substituted D- or L-phenylalanine in position 2.Besides the mother analog, 1, D-Har8>vasopressin (I). 1, L-Phe(p-Me)2, D-Har8>vasopressin (II), 1, D-Phe(p-Me)2, D-Har8>vasopressin (III), 1,L-Phe(p-Et)2, D-Har8>vasopressin (IV) and 1, D-Phe(p-Et)2, D-Har8>vasopressin (V) were synthesized.All analogs have very low antidiuretic and pressor activities.Analogs containing p-methylphenylalanine of L-configuration and p-ethylphenylalanine of both D- and L-configuration are pressor inhibitors.All analogs substituted in position 2 were found to act as the uterotonic inhibitors, the most potent being 1, D-Phe(p-Et)2, D-Har8>vasopressin (V) with pA2 = 8.30.