Carphenazine
Basic information
- CAS
2622-30-2- Standard SMILES
CCC(=O)c1ccc2c(c1)N(CCCN1CCN(CCO)CC1)c1ccccc1S2- InChIKey
XZSMZRXAEFNJCU-UHFFFAOYSA-N- Molecular formula
- C24H31N3O2S
- Average molar mass
- 425.6 g/mol
- Monoisotopic mass
- 425.21369841
Overview
Carphenazine is an antipsychotic drug, used in hospitalized patients in the management of chronic schizophrenic psychoses.
Names & identifiers
- Preferred name
- Carphenazine
- IUPAC
- 1-[10-[3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl]phenothiazin-2-yl]propan-1-one
- English name
- carfenazine
- Molecular formula
- C24H31N3O2S
- Molecular weight
- 425.59
Names & synonyms
CarphenazineCarfenazine2622-30-2CarphenazinProcethazineCarfenazinaCarfenazine [INN:BAN]CarfenazinumCarfenazinum [INN-Latin]Carfenazina [INN-Spanish]EINECS 220-072-9CLY16Y8Z7E
Show more names
Unii-cly16Y8Z7e1-Propanone, 1-[10-[3-[4-(2-hydroxyethyl)-1-piperazinyl]propyl]phenoth iazin-2-yl]-
CARFENAZINE [INN]CARPHENAZINE [MI]CARFENAZINE [WHO-DD]1-(10-(3-(4-(2-Hydroxyethyl)-1-piperazinyl)propyl)phenothiazin-2-yl)-1-propanone1-(10-{3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl}-10H-phenothiazin-2-yl)propan-1-oneDTXSID8022745ProketazinCarfenazinum (INN-Latin)
Database identifiers
- CAS
2622-30-2- PubChem CID
- 18104
- DTXSID
DTXSID8022745- ChEMBL
CHEMBL1201328- UNII
- CLY16Y8Z7E
- EC Number
- 220-072-9
- Nikkaji
- J7.634A
Properties
Computed structural properties
- XLogP
- 3.1
- Topological polar surface area
- 72.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 8
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 555
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Melting Point175-177
Physicochemical properties
- Boiling point
- 616.9 · 616.9±55.0 °C(Predicted)
- Density
- 1.187 · 1.187±0.06 g/cm3(Predicted)
- storage temp.
- Refrigerator
- solubility
- DMSO (Slightly), Methanol (Slightly, Sonicated)
- pka
- 14.96 · 14.96±0.10(Predicted)
- form
- Gel
- color
- Yellow to Orange
- FDA UNII
- 16 Y8Z7E · CLY16Y8Z7E
- Symbol(GHS)
- 2 · GHS02,GHS07,GHS08
- Signal word
- Danger
- Hazard statements
- 225 · H225-H317-H361-H370
- Precautionary statements
- 201 · P201-P202-P210-P233-P240-P241-P242-P243-P260-P264-P270-P272-P280-P303+P361+P353-P308+P313-P321-P333+P313-P363-P370+P378-P403+P235-P405-P501
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Toxicology
Toxicity Summary
A yellow, powdered, phenothiazine antipsychotic agent used in the treatment of acute or chronic schizophrenia. The term "phenothiazines" is used to describe the largest of the five main classes of neuroleptic antipsychotic drugs. These drugs have antipsychotic and, often, antiemetic properties, although they may also cause severe side effects such as akathisia, tardive dyskinesia and extrapyramidal symptoms. Carphenazine blocks postsynaptic mesolimbic dopaminergic D1 and D2 receptors in the brain; depresses the release of hypothalamic and hypophyseal hormones and is believed to depress the reticular activating system thus affecting basal metabolism, body temperature, wakefulness, vasomotor tone, and emesis.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07,GHS08
- Hazard statements
- H225-H317-H361-H370
- Precautionary statements
- P201-P202-P210-P233-P240-P241-P242-P243-P260-P264-P270-P272-P280-P303+P361+P353-P308+P313-P321-P333+P313-P363-P370+P378-P403+P235-P405-P501
Chemistry & industry
Pharmacology
PharmacodynamicsCarphenazine is a phenothiazine antipsychotic agent with a piperazine side-chain.
Mechanism of Action
A yellow, powdered, phenothiazine antipsychotic agent used in the treatment of acute or chronic schizophrenia. The term "phenothiazines" is used to describe the largest of the five main classes of neuroleptic antipsychotic drugs. These drugs have antipsychotic and, often, antiemetic properties, although they may also cause severe side effects such as akathisia, tardive dyskinesia and extrapyramidal symptoms. Carphenazine blocks postsynaptic mesolimbic dopaminergic D1 and D2 receptors in the brain; depresses the release of hypothalamic and hypophyseal hormones and is believed to depress the reticular activating system thus affecting basal metabolism, body temperature, wakefulness, vasomotor tone, and emesis.
Uses & manufacturing
UsesUsed in the treatment of acute or chronic schizophrenic reactions in hospitalized patients.
Applications
UsesCarphenazine is used as an antipsychotic.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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