CHEBI:8461 - promethazine

ChEBI IDCHEBI:8461
ChEBI Namepromethazine
Stars
DefinitionA tertiary amine that is a substituted phenothiazine in which the ring nitrogen at position 10 is attached to C-3 of an N,N-dimethylpropan-2-amine moiety.
Last Modified23 April 2020
DownloadsMolfile
FormulaC17H20N2S
Net Charge0
Average Mass284.428
Monoisotopic Mass284.13472
SMILESCC(CN1c2ccccc2Sc2ccccc21)N(C)C
InChIInChI=1S/C17H20N2S/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-17-11-7-5-9-15(17)19/h4-11,13H,12H2,1-3H3
InChIKeyPWWVAXIEGOYWEE-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
H1-receptor antagonist  H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
Applications:
local anaesthetic  Any member of a group of drugs that reversibly inhibit the propagation of signals along nerves. Wide variations in potency, stability, toxicity, water-solubility and duration of action determine the route used for administration, e.g. topical, intravenous, epidural or spinal block.
H1-receptor antagonist  H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
anti-allergic agent  A drug used to treat allergic reactions.
sedative  A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
antipruritic drug  A drug, usually applied topically, that relieves pruritus (itching).
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.
ChEBI Ontology
Outgoing Relation(s)
promethazine (CHEBI:8461) has role anti-allergic agent (CHEBI:50857)
promethazine (CHEBI:8461) has role anticoronaviral agent (CHEBI:149553)
promethazine (CHEBI:8461) has role antiemetic (CHEBI:50919)
promethazine (CHEBI:8461) has role antipruritic drug (CHEBI:59683)
promethazine (CHEBI:8461) has role H1-receptor antagonist (CHEBI:37955)
promethazine (CHEBI:8461) has role local anaesthetic (CHEBI:36333)
promethazine (CHEBI:8461) has role sedative (CHEBI:35717)
promethazine (CHEBI:8461) is a phenothiazines (CHEBI:38093)
promethazine (CHEBI:8461) is a tertiary amine (CHEBI:32876)
promethazine (CHEBI:8461) is conjugate base of promethazine(1+) (CHEBI:61214)
Incoming Relation(s)
promethazine(1+) (CHEBI:61214) is conjugate acid of promethazine (CHEBI:8461)
IUPAC Name 
N,N-dimethyl-1-(10H-phenothiazin-10-yl)propan-2-amine
INNs  Source
prometazinaChEBI
promethazineChEBI
prométhazineChEBI
promethazinumChEBI
Synonyms  Source
10-(2-Dimethylaminopropyl)phenothiazineKEGG COMPOUND
10-[2-(dimethylamino)propyl]phenothiazineNIST Chemistry WebBook
(2-dimethylamino-2-methyl)ethyl-N-dibenzoparathiazineChemIDplus
N-(2'-dimethylamino-2'-methyl)ethylphenothiazineChemIDplus
N,N,α-trimethyl-10H-phenothiazine-10-ethanamineNIST Chemistry WebBook
proazamineChemIDplus
Manual XrefsDatabases
2286DrugCentral
C07404KEGG COMPOUND
D00494KEGG DRUG
DB01069DrugBank
HMDB0015202HMDB
LSM-4440LINCS
PromethazineWikipedia
US2530451Patent
US2607773Patent
Registry NumbersSources
Gmelin:337077Gmelin
Reaxys:88554Reaxys
CAS:60-87-7KEGG COMPOUND
CAS:60-87-7NIST Chemistry WebBook
CAS:60-87-7ChemIDplus