25761-72-2

Basic information

• Product Name: DIALLYLCARBAMYL CHLORIDE
• Synonyms: DIALLYLCARBAMYL CHLORIDE;Diallylcarbamyl chloride 97%;N,N-bis(prop-2-enyl)carbamoyl chloride
• CAS NO: 25761-72-2
• Molecular Formula: C₇H₁₀ClNO
• Molecular Weight: 159.61
• Product Categories: Acid Halides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 25761-72-2.mol

Chemical Properties

• Boiling Point: 214-220 °C(lit.)
• Flash Point: 86 °C
• Appearance: /
• Density: 1.069 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0862mmHg at 25°C
• Refractive Index: n20/D 1.48(lit.)
• CAS DataBase Reference: DIALLYLCARBAMYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: DIALLYLCARBAMYL CHLORIDE(25761-72-2)
• EPA Substance Registry System: DIALLYLCARBAMYL CHLORIDE(25761-72-2)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 1760 8/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 25761-72-2(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to pale yellow liquid

InChI:InChI=1/C7H10ClNO/c1-3-5-9(6-4-2)7(8)10/h3-4H,1-2,5-6H2

Upstream product

• 32315-10-9 bis(trichloromethyl) carbonate 
• 124-02-7 diallylamine 
• 503-38-8 trichloromethyl chloroformate 
• 75-44-5 phosgene 

Downstream Products

• 602327-76-4 N,N-diallyl-5-benzyl-1,3-dihydro-2,2,4-trioxo-5H-thieno[3,4-c]pyridin-3-carboxamide 
• 25761-88-0 N-Diallylcarbamoyl-N'-p-nitrophenyl-thioharnstoff 
• 1041697-42-0 5-chloro-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-carboxylic acid diallylamide 
• 364379-18-0 C₄₁H₅₆N₆O₆ 
• 31982-28-2 Diallyl-carbamic acid 3,4,6-trichloro-2-nitro-phenyl ester 
• 31982-30-6 Diallyl-carbamic acid 2-bromo-3,4,6-trichloro-phenyl ester 
• 68721-78-8 Diallyl-carbamic acid 2,5-dimethyl-4-methylsulfanyl-phenyl ester 
• 25084-51-9 Diallyl-carbamic acid (E)-3-phenyl-allyl ester 

Relevant articles and documents

Design, synthesis and anti-inflammatory effects of novel 9-O-substituted-berberine derivatives

Berberine, an isoquinoline alkaloid in many medicinal herbs, has been found to possess broad pharmacological activities. A series of novel C-9-O-substituted-berberine derivatives have been synthesized and their anti-inflammatory effects evaluated both in vitro and in vivo. Compared to berberine, the new synthetic berberine derivatives 3i and 5e exhibit significantly improved inhibitory activities against the release of NO, TNF-α and IL-6. Furthermore, derivatives 3i and 5e were found to inhibit more effectively the migration of neutrophils and primitive macrophage in transgenic zebrafish larvae with injury-provoked inflammation. Pre-treatment with derivatives 3i or 5e could lead to a concentration-dependent decrease in nuclear factor-κB (NF-κB) p65 and NF-κB inhibitor α (IκBα) phosphorylation and inducible nitric oxide synthase (iNOS) expression in lipopolysaccharide (LPS)-induced RAW264.7 cells, which suggested that the anti-inflammatory activities of berberine derivatives 3i and 5e are related to their suppression of the NF-κB signal pathway.

Importance of the lipophilic group in carbamates having histamine H3- receptor antagonist activity

In order to evaluate changes in the lipophilic part of designed carbamates concerning their potential histamine H3-receptor antagonist properties a new series of O-[3-(1H-imidazol-4-yl)propanol]carbamates was derived containing N-mono- or dialkenyl, alkynyl, cycloalkyl, or double- branched alkyl substituents. The compounds were tested in vitro for their H3-receptor antagonist activity on synaptosomes of rat cerebral cortex and shared moderate to high antagonist activity in vitro. In this series 3-(1H- imidazol-4-yl)propyl N-(4-pentenyl)carbamate (4) was the most potent compound in vitro (K(i) = 6.3 nM). H3-receptor antagonist activity in the central nervous system (CNS) was detected for most compounds in the in vivo H3- receptor assay based upon measurement of brain N(τ)-methylhistamine levels after p.o. administration to mice. The most effective carbamate in vivo, 3- (1H-imidazol-4-yl)propyl N-(allyl)carbamate (3), showed higher CNS potency (ED50 = 0.48 mg/kg p.o.) than the reference antagonist thioperamide. For some novel carbamates their histamine H1- and H2-receptor activities were determined on isolated organs of guinea-pig thereby demonstrating their high H3-receptor selectivity.

Process for the preparation of 1-4-disubstituted-5 (4H)-tetrazolinones

1,4-Disubstituted-5(4H)-tetrazolinones of the formula (I) STR1 wherein R1, R2 and R3 have the meanings given in the specification), which are known to be useful as herbicides, can be obtained in very good yields by reacting the corresponding 1-substituted-5(4H)-tetrazolinones with the corresponding carbamoyl chlorides in the presence of 4-dimethylaminopyridine.

S-p-methoxyphenyl N,N-diallylthiolcarbamate and S-p-methoxyphenyl N,N-bis(2,3-dibromopropyl)thiolcarbamate

Disclosed are S-p-methoxyphenyl N,N-diallylthiolcarbamate and S-p-methoxyphenyl N,N-bis(2,3-dibromopropyl)thiolcarbamate. The latter compound possesses systemic nematocidal properties particularly against Meloidogyne species.

1-Carbamoyl-1,2,4-triazoles

Novel 1-carbamoyl-1,2,4-triazoles, processes for their production, and herbicidal compositions and methods are described. The compounds are particularly useful for the pre-weed emergence control of the graminaceous weeds crabgrass, barnyard grass, yellow foxtail and Johnson grass.