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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
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
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
230.0 °F - closed cup
Flash Point(C)
110 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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Aram E and Mehdipour-Ataei S.
Journal of Applied Polymer Science, 128(6), 4387-4394 (2013)
[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)
[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)
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
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