CHEBI:8435 - prochlorperazine

ChEBI IDCHEBI:8435
ChEBI Nameprochlorperazine
Stars
DefinitionA member of the class of phenothiazines that is 10H-phenothiazine having a chloro substituent at the 2-position and a 3-(4-methylpiperazin-1-yl)propyl group at the N-10 position.
Secondary ChEBI IDCHEBI:59073
Last Modified22 February 2017
SubmitterSteve
DownloadsMolfile
FormulaC20H24ClN3S
Net Charge0
Average Mass373.953
Monoisotopic Mass373.13795
SMILESCN1CCN(CCCN2c3ccccc3Sc3ccc(Cl)cc32)CC1
InChIInChI=1S/C20H24ClN3S/c1-22-11-13-23(14-12-22)9-4-10-24-17-5-2-3-6-19(17)25-20-8-7-16(21)15-18(20)24/h2-3,5-8,15H,4,9-14H2,1H3
InChIKeyWIKYUJGCLQQFNW-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
cholinergic antagonist  Any drug that binds to but does not activate cholinergic receptors, thereby blocking the actions of acetylcholine or cholinergic agonists.
dopamine receptor D2 antagonist  An antagonist that binds to and deactivates the dopamine receptor D2, the main receptor for all antipsychotic drugs.
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor  Any EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of prolyl oligopeptidase (EC 3.4.21.26).
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
alpha-adrenergic antagonist  An agent that binds to but does not activate α-adrenergic receptors thereby blocking the actions of endogenous or exogenous α-adrenergic agonists. α-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
Applications:
antiemetic  A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
cholinergic antagonist  Any drug that binds to but does not activate cholinergic receptors, thereby blocking the actions of acetylcholine or cholinergic agonists.
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
first generation antipsychotic  Antipsychotic drugs which can have different modes of action but which tend to be more likely than second generation antipsychotics to cause extrapyramidal motor control disabilities such as body rigidity or Parkinson's disease-type movements; such body movements can become permanent even after treatment has ceased.
alpha-adrenergic antagonist  An agent that binds to but does not activate α-adrenergic receptors thereby blocking the actions of endogenous or exogenous α-adrenergic agonists. α-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
ChEBI Ontology
Outgoing Relation(s)
prochlorperazine (CHEBI:8435) has parent hydride 10H-phenothiazine (CHEBI:37931)
prochlorperazine (CHEBI:8435) has role antiemetic (CHEBI:50919)
prochlorperazine (CHEBI:8435) has role cholinergic antagonist (CHEBI:48873)
prochlorperazine (CHEBI:8435) has role dopamine receptor D2 antagonist (CHEBI:131787)
prochlorperazine (CHEBI:8435) has role dopaminergic antagonist (CHEBI:48561)
prochlorperazine (CHEBI:8435) has role EC 3.4.21.26 (prolyl oligopeptidase) inhibitor (CHEBI:76779)
prochlorperazine (CHEBI:8435) has role first generation antipsychotic (CHEBI:65190)
prochlorperazine (CHEBI:8435) has role α-adrenergic antagonist (CHEBI:37890)
prochlorperazine (CHEBI:8435) is a N-alkylpiperazine (CHEBI:46845)
prochlorperazine (CHEBI:8435) is a N-methylpiperazine (CHEBI:46920)
prochlorperazine (CHEBI:8435) is a organochlorine compound (CHEBI:36683)
prochlorperazine (CHEBI:8435) is a phenothiazines (CHEBI:38093)
Incoming Relation(s)
prochlorperazine maleate (CHEBI:8436) has part prochlorperazine (CHEBI:8435)
prochlorperazine methanesulfonate (CHEBI:34932) has part prochlorperazine (CHEBI:8435)
IUPAC Name 
2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine
INNs  Source
prochlorperazineChEBI
prochlorperazinumChEBI
prochlorpérazineChEBI
proclorperazinaChEBI
Synonyms  Source
ProchlorperazineKEGG COMPOUND
2-Chloro-10-(3-(1-methyl-4-piperazinyl)propyl)-phenothiazineChemIDplus
2-Chloro-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazineChemIDplus
3-Chloro-10-(3-(1-methyl-4-piperazinyl)propyl)phenothiazineChemIDplus
3-Chloro-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazineChemIDplus
Chloro-3 (N-methylpiperazinyl-3 propyl)-10 phenothiazineChemIDplus
Manual XrefsDatabases
C07403KEGG COMPOUND
D00493KEGG DRUG
DB00433DrugBank
GB780193Patent
FR1167627Patent
US2902484Patent
ProchlorperazineWikipedia
HMDB0014577HMDB
LSM-2436LINCS
2274DrugCentral
Registry NumbersSources
Reaxys:48537Reaxys
CAS:58-38-8ChemIDplus
CAS:58-38-8NIST Chemistry WebBook
Citations