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About This Item
Empirical Formula (Hill Notation):
C6H3Cl2NO
CAS Number:
Molecular Weight:
176.00
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
assay
97%
mp
48-51 °C (lit.)
SMILES string
ClC(=O)c1ccc(Cl)nc1
InChI
1S/C6H3Cl2NO/c7-5-2-1-4(3-9-5)6(8)10/h1-3H
InChI key
FMEBIWNKYZUWFV-UHFFFAOYSA-N
General description
6-Chloronicotinoyl chloride undergoes esterification reaction with diethylene glycol and pentaethylene glycol.
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
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk_germany
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
Certificates of Analysis (COA)
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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
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[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)
[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)
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)
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