Basic information
- CAS
113-92-8- Standard SMILES
C[NH+](C)CCC(c1ccc(Cl)cc1)c1ccccn1.O=C([O-])/C=C\C(=O)O- InChIKey
DBAKFASWICGISY-BTJKTKAUSA-N- Molecular formula
- C20H23ClN2O4
- Average molar mass
- 390.9 g/mol
- Monoisotopic mass
- 390.1346349
Overview
See also: Chlorpheniramine Maleate (preferred); Chlorpheniramine Maleate; Codeine Phosphate (component of); Chlorpheniramine Maleate; Hydrocodone Bitartrate (component of) ... View More ...
Names & identifiers
- Preferred name
- [3-(4-chlorophenyl)-3-(2-pyridyl)propyl]dimethylamine, (2Z)but-2-enedioic acid
- IUPAC
- [3-(4-chlorophenyl)-3-pyridin-2-ylpropyl]-dimethylazanium;(Z)-4-hydroxy-4-oxobut-2-enoate
- English name
- Chlorphenamine maleate
- Molecular formula
- C16H19ClN2.C4H4O4
- Molecular weight
- 390.86
Names & synonyms
NCGC00091939-01[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]dimethylamine, (2Z)but-2-enedioic acid3-(4-chlorophenyl)-N,N-dimethyl-3-pyridin-2-ylpropan-1-aminium (2Z)-3-carboxyprop-2-enoateCAS-113-92-8Tox21_202092Tox21_303456SBB057005AKOS025116929NCGC00091939-02NCGC00091939-03NCGC00257505-01NCGC00259641-01
Show more names
Chlorpheniramine maleatechlorphenamineCHLORPHENIRAMINE BASECHLORTRIMETONCHLOROPHENIRAMINE MALEATEPuerminpiritonteldrinHistadurantagonate
3-(4-Chlorophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-aminium (2Z)-3-carboxyprop-2-enoate
Database identifiers
- CAS
113-92-8
Properties
Computed structural properties
- Topological polar surface area
- 94.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 6
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 379
Physicochemical properties
- Melting point
- 130 · 130-135 °C (lit.)
- alpha
- -1 · -1~+1°(D/20℃)(c=5,DMF)
- Density
- 1.1984 · 1.1984 (rough estimate)
- refractive index
- 1.68 · 1.6800 (estimate)
- Flash point
- 9 ℃ · 9℃
- storage temp.
- 2 · 2-8°C
- solubility
- Freely soluble in water, soluble in ethanol (96 per cent)
- form
- Solid
- pka
- 9.47 · 9.47
- color
- White to Almost white
- PH
- 4 · 4.0~5.5 (10g/l, 25℃)
- Odor
- odorless
- Water Solubility
- 1 · 1-5 g/100 mL at 21 ºC
- Merck
- 14 · 14,2180
- BCS Class
- 3 · 3/1
- InChI
- 1S/C16H19ClN2.C4H4O4/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13;5-3(6)1-2-4(7)8/h3-9,11,15H,10,12H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
- InChIKey
- DBAKFASWICGISY-BTJKTKAUSA-N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- US6504000
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 29333990
- Toxicity
- LD50 orally in mice: 162 mg/kg (Smith)
- risk_code
- 25-39/23/24/25-23/24/25-11
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- T,F
- safety_code
- 36/37/39-45-36/37-16
- hazard_class
- 6.1(b)
- Storage Class
- 11 - Combustible Solids
- packing_group
- III
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P301+P312+P330
Chemistry & industry
Applications
DescriptionChlorpheniramine is a histamine H1 receptor antagonist with an IC75 value of 0.0016 μg/ml for reversal of histamine-induced spasms in isolated guinea pig ileum. It protects against intravenous histamine-induced death (PD50 = 0.15 mg/kg) and delays induction of aerosolized histamine-induced coughing (ED100sec = 0.44 mg/kg) in guinea pigs. Chlorpheniramine (20 mg/kg, i.p.) prevents histamine-induced passive cutaneous anaphylaxis (PCA) in rabbits. It also reduces respiratory resistance and hypersecretion of tracheobronchial fluid in a dog model of histamine-induced asthma. Formulations containing chlorpheniramine have been used in the treatment of seasonal allergies.
UsesAn antagonist of the histamine H1-receptor
Uses(±)-Chlorpheniramine maleate salt has been used:as H1 receptor antagonist to determine the receptor functionto block the effect of compound 48/80 on plasma IGF-Ias a standard for fast sensing and determination by sequential injector coupled with potentiometer
UsesAntihistaminic
General DescriptionChlorpheniraminemaleate, (±)2-[p-chloro-α-[2-dimethylamino)ethyl]benzyl]pyridine bimaleate (Chlor-Trimeton), is a white crystallinepowder that is soluble in water (1:3.4), in alcohol(1:10), and in chloroform (1:10). It has a pKa of 9.2, and anaqueous solution has a pH between 4 and 5. Chlorination ofpheniramine in the para position of the phenyl ring increasespotency 10-fold with no appreciable change in toxicity.Most of the antihistaminic activity resides with thedextro isomer (see under “Dexchlorpheniramine Maleate” ).The usual dose is 2 to 4 mg 3 or 4 times a day. It has a halflifeof 12 to 15 hours.
General DescriptionOdorless white crystalline solid or white powder with a bitter taste. pH (2% aqueous solution) 5. pH (1% aqueous solution) 4-5.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
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Compound notes
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