528102
6-Chloronicotinoyl chloride
97%
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About This Item
Empirical Formula (Hill Notation):
C6H3Cl2NO
CAS Number:
Molecular Weight:
176.00
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Product Name
6-Chloronicotinoyl chloride, 97%
InChI
1S/C6H3Cl2NO/c7-5-2-1-4(3-9-5)6(8)10/h1-3H
SMILES string
ClC(=O)c1ccc(Cl)nc1
InChI key
FMEBIWNKYZUWFV-UHFFFAOYSA-N
assay
97%
mp
48-51 °C (lit.)
functional group
acyl chloride
chloro
Quality Level
Application
6-Chloronicotinoyl chloride may be used to synthesize:
- [3H]imidacloprid (a candidate radioligand)
- [3H]acetamiprid
- N,N′-(1,4-phenylene)bis(6-(4-aminophenoxy) nicotinamide)
- 3-acetyl-6-chloropyridine
- 1,3-dipropyl-8(6-chloro-3-pyridyl)xanthine
General description
6-Chloronicotinoyl chloride undergoes esterification reaction with diethylene glycol and pentaethylene glycol.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
230.0 °F - closed cup
flash_point_c
110 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Regulatory Information
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Shinzo Kagabu et al.
Bioscience, biotechnology, and biochemistry, 67(5), 980-988 (2003-07-02)
The asymmetric chloronicotinyl insecticide, 1-[1-(6-chloro-3-pyridyl)ethyl]-2-nitroiminoimidazolidine, was prepared, and the absolute configurations of the enantiomers were determined by an X-ray analysis. The insecticidal activity against the housefly measured with metabolic inhibitors showed the (S) enantiomer to be slightly more active than
Nicotinic acid crown ethers. Synthesis and structural characterization of polyethereal macrocyclic lactones from 6-chloronicotinic acid.
Newkome GR, et al.
The Journal of Organic Chemistry, 45(26), 5423-5425 (1980)
[6-chloro-3-pyridylmethyl-3H] neonicotinoids as high-affinity radioligands for the nicotinic acetylcholine receptor: Preparation using NaB3H4 and LiB3H4.
Latli B, et al.
Journal of Labelled Compounds & Radiopharmaceuticals, 38(11)971-978, 971-978 (1996)
P J Scammells et al.
Journal of medicinal chemistry, 37(17), 2704-2712 (1994-08-19)
This report describes the synthesis of 29 xanthines containing a chemoreactive chloroaryl, beta-chloroethylamino, alpha,beta-unsaturated carbonyl, bromoacetyl, 3-(fluorosulfonyl)benzoyl, or 4-(fluorosulfonyl)benzoyl group as part of an exocyclic 1-, 3-, or 8-substituent. The xanthines inhibited the binding of [3H]-8-cyclopentyl-1,3-dipropylxanthine ([3H]CPX) to the A1
[3H] imidacloprid: Synthesis of a candidate radioligand for the nicotinic acetylcholine receptor.
Latli B and Casida JE.
Journal of Labelled Compounds & Radiopharmaceuticals, 31(8), 609-613 (1992)
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