Basic information
- CAS
982-24-1- Standard SMILES
OCCN1CCN(CCC=C2c3ccccc3Sc3ccc(Cl)cc32)CC1- InChIKey
WFPIAZLQTJBIFN-UHFFFAOYSA-N- Molecular formula
- C22H25ClN2OS
- Average molar mass
- 401 g/mol
- Monoisotopic mass
- 400.1376121
Overview
Clopenthixol is a thioxanthene with therapeutic actions similar to the phenothiazine antipsychotics. It is an antagonist at D1 and D2 dopamine receptors.
Names & identifiers
- Preferred name
- Clopenthixol
- IUPAC
- 2-[4-[3-(2-chlorothioxanthen-9-ylidene)propyl]piperazin-1-yl]ethanol
- English name
- clopenthixol
- Molecular formula
- C22H25ClN2OS
- Molecular weight
- 400.96
Names & synonyms
CLOPENTHIXOL982-24-1ChlorpenthixolN-746ClopentixolDTXSID9048223NSC-64087AY-62021ClopenthixolumCHEBI:59115clopentixolo4-(3-(2-Chlorothioxanthen-9-ylidene)propyl)-1-piperazineethanol
Show more names
SordinolNeo-ciatylAids115500Aids-115500clopenthixol USP/EP/BP
4-(3-(2-Chloro-9H-thioxanthen-9-ylidene)propyl)-1-piperazineethanolalpha Clopenthixolalpha-Clopenthixol0A432D932A2-(4-(3-(2-chloro-9H-thioxanthen-9-ylidene)propyl)piperazin-1-yl)ethan-1-ol2-{4-[3-(2-chloro-9H-thioxanthen-9-ylidene)propyl]piperazin-1-yl}ethan-1-olRefChem:577738DTXCID2065333
Database identifiers
- CAS
982-24-1- PubChem CID
- 12454
- DTXSID
DTXSID9048223- ChEMBL
CHEMBL3989892- EC Number
- 213-566-0
Properties
Computed structural properties
- XLogP
- 4.3
- Topological polar surface area
- 52 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 509
Experimental & physicochemical properties
LogP3.0
Human Drugs
Breast Feeding; Lactation; Milk, Human; Antipsychotic Agents; Dopamine Antagonists
Pharmaceuticals
Collision Cross Section194 Ų [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]
Physicochemical properties
- Boiling point
- 577.4 · 577.4±50.0 °C(Predicted)
- Density
- 1.289 · 1.289±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- pka
- 6.69 · pKa 6.69 (Uncertain)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 0 A432D932A · 0A432D932A
- ATC code
- 5 AF02 · N05AF02
Safety & regulation
Toxicology
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Chemistry & industry
Pharmacology
ATC Code
N - Nervous system
QN - Nervous system
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): >100
Use ClassificationPharmaceuticals
Applications
UsesAntipsychotic.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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