Basic information
- CAS
84-97-9- Standard SMILES
CN1CCN(CCCN2c3ccccc3Sc3ccccc32)CC1- InChIKey
WEYVCQFUGFRXOM-UHFFFAOYSA-N- Molecular formula
- C20H25N3S
- Average molar mass
- 339.5 g/mol
- Monoisotopic mass
- 339.17691898
Overview
Perazine is a phenothiazine derivative in which 10H-phenothiazinecarries a 3-(4-methylpiperazin-1-yl)propyl substituent at the N-10 position. It has a role as a phenothiazine antipsychotic drug and a dopaminergic antagonist. It is a member of phenothiazines, a N-alkylpiperazine and a N-methylpiperazine. It derives from a hydride of a 10H-phenothiazine.
Names & identifiers
- Preferred name
- Perazine
- IUPAC
- 10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine
- English name
- 10-[3-(4-methyl-1-piperazinyl)propyl]-10H-phenothiazine
- Molecular formula
- C20H25N3S
- Molecular weight
- 339.5
Names & synonyms
PERAZINEPernazine84-97-910-(3-(4-Methylpiperazin-1-yl)propyl)-10H-phenothiazineN-(3-(4-Methyl-1-piperazinyl)propyl)phenothiazineDTXSID6048628N-Methyl-piperazinyl-N'-propyl-phenothiazin10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine8915147A2BDTXCID302855410H-Phenothiazine, 10-(3-(4-methyl-1-piperazinyl)propyl)-CHEBI:59118
Show more names
Perazine dihydrochlorideP 725PerazinD010464NSC 638694
10H-Phenothiazine, 10-[3-(4-methyl-1-piperazinyl)propyl]-Dihydrochloride, PerazineMaleate, PerazineRefChem:171593201-578-9PsytominTaxilan10-(3-(4-Methyl-1-piperazinyl)propyl)-10H-phenothiazine
Database identifiers
- CAS
84-97-9- PubChem CID
- 4744
- DTXSID
DTXSID6048628- ChEMBL
Properties
Computed structural properties
- XLogP
- 4.1
- Topological polar surface area
- 35 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 374
Experimental & physicochemical properties
Drugs
Pharmaceuticals -> Listed in ZINC15
Pharmaceuticals
LogP4.0
Physicochemical properties
- Melting point
- 51 · 51-53°C
- Boiling point
- 0.001 · bp0.001 160-170° (air bath temp)
- Density
- 1.1341 · 1.1341 (rough estimate)
- refractive index
- 1.5605 · 1.5605 (estimate)
- storage temp.
- -20 °C · Hygroscopic, -20°C Freezer, Under Inert Atmosphere
- solubility
- Methanol (Slightly), Water (Slightly)
- form
- Solid
- pka
- 7.66 · 7.66±0.10(Predicted)
- color
- Oil or crystals
- CAS DataBase Reference
- 84 · 84-97-9
- FDA UNII
- 8915147 A2B · 8915147A2B
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
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P271, P301+P317, P304+P340, P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 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: 10-[3-(4-methyl-1-piperazinyl)propyl]-10H-phenothiazine (EC: 201-578-9)
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- Toxicity
- LD50 orl-rat: 500 mg/kg AIPTAK 115,1,58
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H332-H302
- REACH Registrations
- Active
- Precautionary statements
- P261-P271-P304+P340-P312-P264-P270-P301+P312-P330-P501
Chemistry & industry
Pharmacology
ATC Code
N - Nervous system
QN - Nervous system
Metabolism/MetabolitesPerazine has known human metabolites that include 10-Piperazinylpropylphenothiazine and Perazine sulfoxide.
MeSH Pharmacological Classification
Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus.
Drugs that bind to but do not activate DOPAMINE RECEPTORS, thereby blocking the actions of dopamine or exogenous agonists. Many drugs used in the treatment of psychotic disorders (ANTIPSYCHOTIC AGENTS) are dopamine antagonists, although their therapeutic effects may be due to long-term adjustments of the brain rather than to the acute effects of blocking dopamine receptors. Dopamine antagonists have been used for several other clinical purposes including as ANTIEMETICS, in the treatment of Tourette syndrome, and for hiccup. Dopamine receptor blockade is associated with NEUROLEPTIC MALIGNANT SYNDROME.
Uses & manufacturing
UsesUse (kg; approx.) in Germany (2009): >2500
Applications
UsesAntipsychotic.
Suppliers16 total
Suzhou ARTK Medchem Co., Ltd.+86-18168183658 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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