148927-60-0

Basic information

• Product Name: L-368,899hydrochloride
• Synonyms: (2S)-2-Amino-N-[(1S,2S,4R)-7,7-dimethyl-1-[[[4-(2-methylphenyl)-1-piperazinyl]sulfonyl]methyl]bicyclo[2.2.1]hept-2-yl]-4-(methylsulfonyl)butanamide;(2S)-2-amino-N-[(1R,3S,4S)-7,7-dimethyl-4-[[4-(2-methylphenyl)piperazin-1-yl]sulfonylmethyl]-3-bicyclo[2.2.1]heptanyl]-4-methylsulfonylbutanamide
• CAS NO: 148927-60-0
• Molecular Formula: C₂₆H₄₂N₄O₅S₂
• Molecular Weight: 591.234
• Mol File: 148927-60-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.31g/cm³
• Refractive Index: 1.61
• Storage Temp.: Store at +4°C
• CAS DataBase Reference: L-368,899hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: L-368,899hydrochloride(148927-60-0)
• EPA Substance Registry System: L-368,899hydrochloride(148927-60-0)

Safety Data

• Hazardous Substances Data: 148927-60-0(Hazardous Substances Data)

Usage

Biological Activity

Potent, non-peptide and orally active oxytocin receptor antagonist (IC 50 = 8.9 nM) that displays > 40-fold selectivity over vasopressin V 1a and V 2 receptors (IC 50 values are 370 and 570 nM respectively). Antagonizes oxytocin-induced uterine contractions in vitro and in vivo .

InChI:InChI=1/C26H42N4O5S2/c1-19-7-5-6-8-22(19)29-12-14-30(15-13-29)37(34,35)18-26-11-9-20(25(26,2)3)17-23(26)28-24(31)21(27)10-16-36(4,32)33/h5-8,20-21,23H,9-18,27H2,1-4H3,(H,28,31)/t20-,21+,23?,26-/m1/s1

Upstream product

• 148927-58-6 1-(((7,7-dimethyl-2(S)-aminobicyclo<2.2.1>heptan-1(S)-yl)methyl)sulfonyl)-4-(2-methylphenyl)piperazine 
• 148927-57-5 1-(((7,7-dimethyl-2-oximinobicyclo<2.2.1>heptan-1(S)-yl)methyl)sulfonyl)-4-(2-methylphenyl)piperazine 
• 148927-59-7 L 368845 
• 60280-45-7 N-Boc-L-methionine sulfone 

Downstream Products

• 148927-81-5 1-((((7,7-dimethyl-2(S)-2(S)-(4-tetrahydrothiopyranylamino)-4-(methylsulfonyl)butyramido)bicyclo<2.2.1>heptan-1(S)-yl)methyl)sulfonyl)-4-(2-methylphenyl)piperazine 
• 149861-83-6 1-((((7,7-dimethyl-2(S)-2(S)-((4-(1-tert-butoxycarbonyl)piperidinyl)amino)-4-(methylsulfonyl)butyramido)bicyclo<2.2.1>heptan-1(S)-yl)methyl)sulfonyl)-4-(2-methylphenyl)piperazine 

Relevant articles and documents

1-(((7,7-Dimethyl-2(S)-(2(S)-amino-4- (methylsulfonyl)butyramido)bicyclo[2.2.1]-heptan-1(S)-yl)methyl)sulfonyl)-4- (2-methylphenyl)piperazine (L-368,899): An orally bioavailable, non-peptide oxytocin antagonist with potential utility for managing preterm

Modifications to the previously reported spiroindenylpiperidine camphorsulfonamide oxytocin (OT) antagonist L-366,509 have produced a new series of o-tolylpiperazine (TP) camphorsulfonamides. A number of analogues in the TP series that incorporate a modif