CAS 113-92-8 Chlorpheniramine (HCID 2725)

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Basic information

CAS: 113-92-8
Standard SMILES: CN(C)CCC(c1ccc(Cl)cc1)c1ccccn1
InChIKey: SOYKEARSMXGVTM-UHFFFAOYSA-N
Molecular formula: C16H19ClN2
Average molar mass: 274.795 g/mol
Monoisotopic mass: 274.12367629

Names & identifiers

Preferred name: Chlorpheniramine
IUPAC: 3-(4-Chlorophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-amine
English name: Chloropheniramine
Molecular formula: C16H19ClN2
Molecular weight: 274.79

Names & synonyms

Chlorphenaramine(±)-ChlorpheniamineChloropheniramine-D4Brompheniramine EP Impurity ABrompheniramine maleate EP Impurity A2-Pyridinepropanamine, g-(4-chlorophenyl)-N,N-dimethyl(s) -y-(4-chlorophenyl) -N, N- Dimethyl -2-pyridinepropaneamine Base (or) Chlorpheniramine base

Database identifiers

CAS: 113-92-8、132-22-9
PubChem CID: 2725
DTXSID: DTXSID0022804
ChEMBL: CHEMBL505
ChEBI: CHEBI:52010
UNII: 3U6IO1965U
EC Number: 205-054-0
Nikkaji: J441.686D、J5.570K

Properties

Physicochemical properties

Melting point: 25 °C · 25°C
Boiling point: 1 · bp1.0 142°
Density: 1.0895 · 1.0895 (rough estimate)
refractive index: 1.5749 · 1.5749 (estimate)
solubility: DMSO (Slightly), Methanol (Slightly)
form: Oil
pka: 9.33 · 9.33±0.28(Predicted)
color: Colourless to Light Yellow
Water Solubility: 5.496 g/L · 5.496g/L(37.5 ºC)
InChI: InChI=1S/C16H19ClN2/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13/h3-9,11,15H,10,12H2,1-2H3
InChIKey: SOYKEARSMXGVTM-UHFFFAOYSA-N
SMILES: C(C1N=CC=CC=1)(C1C=CC(Cl)=CC=1)CCN(C)C
FDA UNII: 3 U6IO1965U · 3U6IO1965U
EPA Substance Registry System: Chlorpheniramine (132-22-9)
TSCA: TSCA listed
Hazardous Substances Data: 132 · 132-22-9(Hazardous Substances Data)

Safety & regulation

Safety data

tsca: TSCA listed
Hazardous Substances Data: 132-22-9(Hazardous Substances Data)

Chemistry & industry

Applications · 1 item

UsesChlorpheniramine is a drug in the class of first-generation antihistamines, used to help alleviate symptoms of allergic reactions potentiated by histamine release. Though it is included in many multisymptom over-the-counter cold relief medications, the Food and Drug Administration (FDA) issued a safety alert in March 2011 detailing some risks associated with these medications. The safety alert also indicated that increased enforcement of FDA laws governing the marketing of these drugs would occur, as many of the products had not been approved in their current formulations for safety, effectiveness, and quality. Chlorpheniramine is commonly used in small-animal veterinary medicine for its antihistaminic/antipruritic effects, especially for the treatment of pruritus in cats, and occasionally as a mild sedative.