41195-90-8

Basic information

• Product Name: 2,3-Dichlorophenyl isocyanate
• Synonyms: 1,2-dichloro-3-isocyanatobenzene;1,2-dichloro-3-phenylisocyanate;2 3-DICHLOROPHENYL CARBIMIDE;2,3-DICHLOROPHENYL ISOCYANATE;ISOCYANIC ACID 2,3-DICHLOROPHENYL ESTER;2,3-Dichlorophenyl;2 3-DICHLOROPHENYL CARBIMIDE 99%;2,3-Dichlorophenyl isocyanate,97%
• CAS NO: 41195-90-8
• Molecular Formula: C₇H₃Cl₂NO
• Molecular Weight: 188.01
• EINECS: 255-253-1
• Product Categories: Isocyanates;Nitrogen Compounds;Organic Building Blocks
• Mol File: 41195-90-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 58°C 1mm
• Flash Point: >110°C
• Appearance: /
• Density: 1.424 g/mL at 25 °C(lit.)
• Refractive Index: 1.5774-1.5794
• Storage Temp.: 0-6°C
• Water Solubility: decomposes
• Sensitive: Moisture Sensitive
• BRN: 4669222
• CAS DataBase Reference: 2,3-Dichlorophenyl isocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dichlorophenyl isocyanate(41195-90-8)
• EPA Substance Registry System: 2,3-Dichlorophenyl isocyanate(41195-90-8)

Safety Data

• Hazard Codes: T
• Statements: 42-36/37/38-23/24/25
• Safety Statements: 45-38-36/37/39-28A-26-23
• RIDADR: 2250
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 41195-90-8(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid after melting

InChI:InChI=1/C7H3Cl2NO/c8-5-2-1-3-6(7(5)9)10-4-11/h1-3H

Upstream product

• 75-44-5 phosgene 
• 608-27-5 2,3-dichloroaniline 
• 32315-10-9 bis(trichloromethyl) carbonate 

Downstream Products

• 216573-65-8 N-(2-Carbomethoxy-5-tert-butyl-3-pyrrolyl)-N'-(2,3-dichlorophenyl)urea 
• 182562-82-9 N-(2,3-dichloro)phenyl-N'-(3-(1-methylpiperidin-4-yl)-1H-indol-5-yl) urea 
• 150379-37-6 2-hydroxy-4-oxo-1,5-dioxaspiro<5.5>undec-2-ene-3-N-(2,3-dichlorophenyl)-carboxamide 
• 72445-79-5 β-Campholenyl-N-(2,3-dichlorphenyl)urethan 
• 135257-14-6 (S)-3-{(S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-6-[3-(2,3-dichloro-phenyl)-ureido]-hexanoylamino}-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid 
• 131534-82-2 3-phenoxymethylthiophosphoryl-2-phenoxymethylthiophosphoryliminothiazolidine 
• 131535-06-3 C₁₇H₁₆Cl₂N₃O₂PS₂ 
• 121809-77-6 4-(2,3-dichlorophenylureido)phenoxyisobutyric acid 
• 107107-95-9 3-(N-2,3-Dichlorophenylureido)-5,6-dimethyl-1,2,4-triazine 
• 32496-62-1 (2,3-Dichloro-phenyl)-carbamic acid 1,1-dimethyl-prop-2-ynyl ester 
• 32496-61-0 (2,3-Dichloro-phenyl)-carbamic acid 1-methyl-prop-2-ynyl ester 
• 40397-21-5 2-Hydroxy-6-oxo-cyclohex-1-enecarboxylic acid (2,3-dichloro-phenyl)-amide 
• 23122-44-3 (2,3-Dichloro-phenyl)-carbamic acid 3-methoxycarbonylamino-phenyl ester 
• 38145-77-6 1-{[(E)-4-Chloro-2-methyl-phenylimino]-methyl}-3-(2,3-dichloro-phenyl)-1-methyl-urea 

Relevant articles and documents

Phenotypic Optimization of Urea-Thiophene Carboxamides to Yield Potent, Well Tolerated, and Orally Active Protective Agents against Aminoglycoside-Induced Hearing Loss

Hearing loss is a major public health concern with no pharmaceutical intervention for hearing protection or restoration. Using zebrafish neuromast hair cells, a robust model for mammalian auditory and vestibular hair cells, we identified a urea-thiophene carboxamide, 1 (ORC-001), as protective against aminoglycoside antibiotic (AGA)-induced hair cell death. The 50% protection (HC50) concentration conferred by 1 is 3.2 μM with protection against 200 μM neomycin approaching 100%. Compound 1 was sufficiently safe and drug-like to validate otoprotection in an in vivo rat hearing loss model. We explored the structure-activity relationship (SAR) of this compound series to improve otoprotective potency, improve pharmacokinetic properties and eliminate off-target activity. We present the optimization of 1 to yield 90 (ORC-13661). Compound 90 protects mechanosensory hair cells with HC50 of 120 nM and demonstrates 100% protection in the zebrafish assay and superior physiochemical, pharmacokinetic, and toxicologic properties, as well as complete in vivo protection in rats.

Synthesis of new substituted sulfonylhydrazinecarboxamides and sulfonylhydrazinecarbothioamides having antifungal and antibacterial activities

p-Toluenesulfonylhydrazide 3 on condensation with substituted phenyl isocyanates 2a-i and substituted phenyl isothiocyanates 2j-p gives N, 2-disubstituted sulfonylhydrazinecarboxamides 4a-i and N, 2-disubstituted sulfonylhydrazinecarbothioamides 4j-p respectively. Compounds 4a-p have been found to be bactericidal against S. aureus and S. lyphi while compound 4n shows fungicidal activity against T. mentagrophytes and T. rubrum.