22536-57-8

Basic information

• Product Name: (4-chlorophenyl)carbamic chloride
• Synonyms: (4-chlorophenyl)carbamic chloride
• CAS NO: 22536-57-8
• Molecular Weight: 190.029
• Mol File: 22536-57-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (4-chlorophenyl)carbamic chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (4-chlorophenyl)carbamic chloride(22536-57-8)
• EPA Substance Registry System: (4-chlorophenyl)carbamic chloride(22536-57-8)

Safety Data

• Hazardous Substances Data: 22536-57-8(Hazardous Substances Data)

Upstream product

• 75-44-5 phosgene 
• 106-47-8 4-chloro-aniline 
• 7647-01-0 hydrogenchloride 
• 56-23-5 tetrachloromethane 
• 7782-50-5 chlorine 
• 103-71-9 phenyl isocyanate 
• 67-66-3 chloroform 

Downstream Products

• 1370010-29-9 C₁₈H₁₈ClN₅OS 
• 725214-58-4 C₁₄H₁₀ClN₅OS 
• 76875-85-9 4-Chlor-carbanilsaeure-(2-piperidino-ethylester) 
• 104-12-1 p-chlorphenylisocyanate 

Relevant articles and documents

Evaluation of the analgesic effect of 4-anilidopiperidine scaffold containing ureas and carbamates

Fentanyl is a powerful opiate analgesic typically used for the treatment of severe and chronic pain, but its prescription is strongly limited by the well-documented side-effects. Different approaches have been applied to develop strong analgesic drugs with reduced pharmacologic side-effects. One of the most promising is the design of multitarget drugs. In this paper we report the synthesis, characterization and biological evaluation of twelve new 4-anilidopiperidine (fentanyl analogues). In vivo hot-Plate test, shows a moderate antinociceptive activity for compounds OMDM585 and OMDM586, despite the weak binding affinity on both μ and δ-opioid receptors. A strong inverse agonist activity in the GTP-binding assay was revealed suggesting the involvement of alternative systems in the brain. Fatty acid amide hydrolase inhibition was evaluated, together with binding assays of cannabinoid receptors. We can conclude that compounds OMDM585 and 586 are capable to elicit antinociception due to their multitarget activity on different systems involved in pain modulation.

Arylcarbamate derivatives of 1-piperidineethanol as potent ligands for 5-HT4 receptors

A series of carbamate derivatives (7) of 2-(1-piperidinyl)ethyl 4- amino-5-chloro-2-methoxybenzoates, which have been described as potent agonists and antagonists of 5-HT4 receptors, were synthesized. They were evaluated using radioligand binding assays with [3H]GR 113808, a 5-HT4 receptor selective ligand, in the rat striatum and the electrically stimulated myenteric plexus longitudinal muscle of the guinea pig. In contrast to the previously described ester derivatives, a drop in the affinity for 5-HT4 receptors was observed and the compounds were inactive as agonists in the guinea pig ileum preparation. Unexpectedly, the ortho- substituted carbamates 8b,c (R' = H, RO = MeO or EtO, R'' = H) had nanomolar affinity for 5-HT4 receptors (K(i) = 8.9 ± 0.5 and 2.6 ± 0.4 nM, respectively). As reported previously, the cis- or trans-3,5-dimethyl substitution of piperidine (8n,o) was particularly favorable (K(i) = 1.1 ± 0.6 nM for both isomers). 8c is an antagonist equipotent to the 5-HT4 receptor antagonist SDZ 205-557 (1).