Drug Information

General Information
Drug ID
DR00502
Drug Name
Chlorpromazine
Synonyms
10-(3-Dimethylaminopropyl)-2-chlorophenothiazine; 10H-Phenothiazine-10-propanamine, 2-chloro-N,N-dimethyl-, radical ion(1+); 2-Chloro-10-(3-(dimethylamino)propyl)phenothiazine; 2-Chloro-10-[3-(dimethylamino)propyl]phenothiazine; 2-Chloropromazine; 2-Cloro-10 (3-dimetilaminopropil)fenotiazina; 2-Cloro-10 (3-dimetilaminopropil)fenotiazina [Italian]; 2-chloro-10-(3-(dimethylamino)propyl)-phenothiazine; 2-chloro-N,N-dimethyl-10H-Phenothiazine-10-propanamine; 3-(2-Chloro-10H-phenothiazin-10-yl)-N,N-dimethyl-1-propanamine; 3-(2-chloro-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-amine; 3-(2-chlorophenothiazin-10-yl)-N,N-dimethyl-propan-1-amine; 3-(2-chlorophenothiazin-10-yl)-N,N-dimethylpropan-1-amine; Aminasine; Aminazin; Aminazine; Ampliactil; Amplicitil; Amplictil; BC 135; Chlor-PZ; Chlor-Promanyl; Chlordelazine; Chlorderazin; Chloro-3 (dimethylamino-3 propyl)-10 phenothiazine; Chloro-3 (dimethylamino-3 propyl)-10 phenothiazine [French]; Chloropromazine; Chlorpromados; Chlorpromanyl (discontinued); Chlorpromazin; Chlorpromazine (USP/INN); Chlorpromazine Tannate; Chlorpromazine [USAN:INN:BAN]; Chlorpromazinum; Chlorpromazinum [INN-Latin]; Clorpromazina; Clorpromazina [INN-Spanish]; Clorpromazina [Italian]; Contomin; Cromedazine; Elmarin; Esmind; Fenactil; Fenaktyl; Fraction AB; HL 5746; JHICC02042; Largactil; Largactil (TN); Largactil Liquid; Largactil Oral Drops; Largactilothiazine; Largactyl; Megaphen; N-(3-Dimethylaminopropyl)-3-chlorophenothiazine; Novo-Chlorpromazine; Novomazina; Phenactyl; Phenathyl; Phenothiazine hydrochloride; Plegomasine; Plegomazin; Prazilpromactil; Proma; Promactil; Promazil; Propaphen; Propaphenin; Prozil; Psychozine; SKF 2601-A; SKF 2601A; SKF-2601; Sanopron; Thorazine; Thorazine (TN); Thorazine Spansule; Thorazine Suppositories; Thorazine hydrochloride; Torazina; Wintermin; Z80; [3-(2-Chloro-phenothiazin-10-yl)-propyl]-dimethyl-amine
Drug Type
Small molecular drug
Indication Schizophrenia [ICD11:6A20] Approved [1]
Therapeutic Class
Antipsychotic Agents
Structure
3D MOL 2D MOL
Formula
C17H19ClN2S
Canonical SMILES
CN(C)CCCN1C2=CC=CC=C2SC3=C1C=C(C=C3)Cl
InChI
InChI=1S/C17H19ClN2S/c1-19(2)10-5-11-20-14-6-3-4-7-16(14)21-17-9-8-13(18)12-15(17)20/h3-4,6-9,12H,5,10-11H2,1-2H3
InChIKey
ZPEIMTDSQAKGNT-UHFFFAOYSA-N
CAS Number
CAS 50-53-3
Pharmaceutical Properties Molecular Weight 318.9 Topological Polar Surface Area 31.8
Heavy Atom Count 21 Rotatable Bond Count 4
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 3
XLogP
5.2
PubChem CID
2726
PubChem SID
10524433 ,10588932 ,11110990 ,11110991 ,11120337 ,11120825 ,11121313 ,11335799 ,11361038 ,11363036 ,11364725 ,11365598 ,11367287 ,11368160 ,11369849 ,11371331 ,11372890 ,11373945 ,11375449 ,11376322 ,11378013 ,11462010 ,11466092 ,11467212 ,11484847 ,11485904 ,11488972 ,11490162 ,11492098 ,11493956 ,12014508 ,14923746 ,24398080 ,25688547 ,26611657 ,26680205 ,26747094 ,26747095 ,26751620 ,26751621 ,29221882 ,4332427 ,441206 ,602724 ,7847336 ,7978926 ,8149253 ,8151764 ,841999 ,9123
ChEBI ID
ChEBI:3647
TTD Drug ID
D01ZII
DT(s) Transporting This Drug P-GP Transporter Info P-glycoprotein 1 Substrate [2]
Drug-Transporter Activity Data
Drug-Transporter Activity Data P-GP Transporter Info Km =27.4 microM Baculovirus-infected insect cells-MDR1 [3]
References
1 Chlorpromazine was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Mammalian drug efflux transporters of the ATP binding cassette (ABC) family in multidrug resistance: A review of the past decade. Cancer Lett. 2016 Jan 1;370(1):153-64.
3 In vitro P-glycoprotein affinity for atypical and conventional antipsychotics. Life Sci. 2002 May 31;71(2):163-9.

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