Chloropyramine
Basic information
- CAS
59-32-5- Standard SMILES
CN(C)CCN(Cc1ccc(Cl)cc1)c1ccccn1- InChIKey
ICKFFNBDFNZJSX-UHFFFAOYSA-N- Molecular formula
- C16H20ClN3
- Average molar mass
- 289.8 g/mol
- Monoisotopic mass
- 289.1345753
Overview
N'-[(4-chlorophenyl)methyl]-N,N-dimethyl-N'-(2-pyridinyl)ethane-1,2-diamine is an aminopyridine.
Names & identifiers
- Preferred name
- Chloropyramine
- IUPAC
- N'-[(4-chlorophenyl)methyl]-N,N-dimethyl-N'-pyridin-2-ylethane-1,2-diamine
- English name
- Chloropyramine
- Molecular formula
- C16H20ClN3
- Molecular weight
- 289.8
Names & synonyms
ChloropyramineHalopyramine59-32-5ChlorpyramineChlorneoanterganAnaphyllineAvapenaAllergan SChloroneoanterganCloropiraminaChloropyraminum2K3L8O9SOV
Show more names
AllerganSynpenSynopensynopenrallergansSuprastinSynopen R
NSC-241038Chloropyramine [INN:BAN:DCF]2-((p-Chlorobenzyl)(2-dimethylaminoethyl)amino)pyridineDTXSID50207729NSC241038Chloropyramine (INN:BAN:DCF)N-[(4-chlorophenyl)methyl]-N-[2-(dimethylamino)ethyl]pyridin-2-amineN-((4-chlorophenyl)methyl)-N-(2-(dimethylamino)ethyl)pyridin-2-amine
Database identifiers
- CAS
59-32-5- PubChem CID
- 25295
- DTXSID
DTXSID50207729- ChEMBL
CHEMBL1194287、CHEMBL550011- ChEBI
CHEBI:94767- UNII
- 2K3L8O9SOV
- EC Number
- 200-421-1
- Nikkaji
- J4.599C
Properties
Computed structural properties
- XLogP
- 3.9
- Topological polar surface area
- 19.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 6
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 264
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
SolubilityInsoluble
Human DrugsPharmaceuticals
Melting Point
< 25 °C
60 °C
Physical DescriptionSolid
Collision Cross Section166 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 25 °C · 25°C
- Boiling point
- 0.2 · bp0.2 154-155°
- Density
- 1.1031 · 1.1031 (rough estimate)
- refractive index
- 1.601 · 1.6010 (estimate)
- pka
- 9 · 9.00±0.28(Predicted)
- EWG's Food Scores
- 1 · 1
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P233, P260, P261, P264, P264+P265, P270, P271, P280, P284, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationREACH registered substance: Chloropyramine (EC: 200-421-1)
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302
- REACH Registrations
- Active
- Precautionary statements
- P264-P270-P301+P312-P330-P501
Chemistry & industry
Pharmacology
ATC Code
R - Respiratory system
D - Dermatologicals
QD - Dermatologicals
QR - Respiratory system
Pharmacodynamics
Chlorpyramine is a competitive reversible H1 receptor antagonist. This inhibits vasodilation, increases in vascular permeability, and tissue edema associated with histamine release. In addition, chloropyramine has some anticholinergic properties. These effects, along with its ability to pass through the blood-brain barrier lead to side effects such as drowsiness, weakness, vertigo, fatigue, dryness in the mouth, constipation, and rarely - visual disturbances and increase of intraocular pressure.
Mechanism of ActionChloropyramine binds to the histamine H1 receptor. This blocks the action of endogenous histamine, which subsequently leads to temporary relief of the negative symptoms brought on by histamine.
MeSH Pharmacological Classification
Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood.
Cellular LocationsMembrane
Metabolite PathwaysChloropyramine H1-Antihistamine Action
Uses & manufacturing
Use ClassificationPharmaceuticals
Applications
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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