86217-79-0

Basic information

• Product Name: sec-butyl isocyanate
• CAS NO: 86217-79-0
• Molecular Weight: 99.1326
• Mol File: 86217-79-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: sec-butyl isocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: sec-butyl isocyanate(86217-79-0)
• EPA Substance Registry System: sec-butyl isocyanate(86217-79-0)

Safety Data

• Hazardous Substances Data: 86217-79-0(Hazardous Substances Data)

Upstream product

• 89029-20-9 C₈H₁₉NO₂Si 
• 75-44-5 phosgene 
• 33966-50-6 SEC-BUTYLAMINE 
• 503-38-8 trichloromethyl chloroformate 
• 10049-60-2 sec-butylamine hydrochloride 

Downstream Products

• 34196-80-0 C₁₅H₂₁N₃O₄ 
• 34327-58-7 C₁₆H₂₃N₃O₄ 
• 34207-51-7 C₁₇H₂₅N₃O₄ 
• 34207-23-3 C₁₇H₂₅N₃O₄ 
• 34203-62-8 C₁₇H₂₅N₃O₄ 
• 37801-31-3 sec-Butyl-carbamic acid 3-ethylsulfanylcarbonylamino-phenyl ester 
• 5827-73-6 Propionsaeure-N-sek.-butylamid 
• 37798-14-4 sec-Butyl-carbamic acid 3-methylsulfanylcarbonylamino-phenyl ester 
• 1013624-21-9 C₂₄H₂₇ClFN₃O₂ 
• 60392-18-9 1-cyclohexyl-3-sec-butyl-urea 
• 1581259-12-2 N-sec-butyl-4-[(4-chlorophenyl)(phenyl)methyl]piperazine-1-carboxamide 
• 1581258-98-1 N-sec-butyl-4-[bis(4-fluorophenyl)methyl]piperazine-1-carboxamide 
• 1071382-92-7 N-sec-butyl-4-(diphenylmethyl)piperazine-1-carboxamide 
• 1252643-24-5 1-[4-(4,4-dimethyl-2,5-dioxo-3-{9-[(4,4,5,5,5-pentafluoropentyl)sulphanyl]nonyl}imidazolidin-1-yl)-2-methylphenyl]-3-(1-methylpropyl)urea 

Relevant articles and documents

Histamine H3 and H4 receptor affinity of branched 3-(1H-imidazol-4-yl)propyl N-alkylcarbamates

A series of imidazole-containing (non-)chiral carbamates were tested at human histamine H3 receptor (H3R). All compounds displayed Ki values below 100 nM. A trend for a stereoselectivity at human H3R was observed for the chiral α-branched ligands. Selected compounds were also tested at human histamine H4 receptor and showed moderate to weak affinities (118-1460 nM).

Development of chiral N-alkylcarbamates as new leads for potent and selective H3-receptor antagonists: Synthesis, capillary electrophoresis, and in vitro and oral in vivo activity

Novel carbamates as derivatives of 3-(1H-imidazol-4-yl)propanol with an N-alkyl chain were prepared as histamine H3-receptor antagonists. Branching of the N-alkyl side chain with methyl groups led to chiral compounds which were synthesized stereospecifically by a Mitsunobu protocol adapted Gabriel synthesis. The optical purity of some of the chiral compounds was determined (ee > 95%) by capillary electrophoresis (CE). The investigated compounds showed pronounced to high antagonist activity (K(i) values of 4.1-316 nM) in a functional test for histamine H3 receptors on rat cerebral cortex synaptosomes. Similar H3-receptor antagonist activities were observed in a peripheral model on guinea pig ileum. No stereoselective discrimination for the H3 receptor for the chiral antagonists was found with the in vitro assays. All compounds were also screened for central H3-receptor antagonist activity in vivo in mice after po administration. Most compounds were potent agents of the H3-receptor-mediated enhancement of brain N(τ)- methylhistamine levels. The enantiomers of the N-2-heptylcarbamate showed a stereoselective differentiation in their pharmacological effect in vivo (ED50 of 0.39 mg/kg for the (S)-derivative vs 1.5 mg/kg for the (R)- derivative) most probably caused by differences in pharmacokinetic parameters. H1- and H2-receptor activities were determined for some of the novel carbamates, demonstrating that they have a highly selective action at the histamine H3 receptor.