fluphenazine

CHEBI:5123 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A member of the class of phenothiazines that is 10H-phenothiazine having a trifluoromethyl subsitituent at the 2-position and a 3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl group at the N-10 position. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:37143 CHEBI:37143
CHEBI:38093 CHEBI:38093
CHEBI:46845 CHEBI:46845

Chemical structure

Computed structure properties
Molecular formula	C22H26F3N3OS
Charge	0
Average mass	437.531 Da
Monoisotopic mass	437.17487 Da
Source	ChEBI
InChIKey	PLDUPXSUYLZYBN-UHFFFAOYSA-N

SMILES

OCCN1CCN(CCCN2c3ccccc3Sc3ccc(C(F)(F)F)cc32)CC1

InChI

InChI=1S/C22H26F3N3OS/c23-22(24,25)17-6-7-21-19(16-17)28(18-4-1-2-5-20(18)30-21)9-3-8-26-10-12-27(13-11-26)14-15-29/h1-2,4-7,16,29H,3,8-15H2

Also called

fluphenazinum (INN)— chebi
2-(4-{3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl}piperazin-1-yl)ethan-1-ol (EXACT_SYNONYM)— chebi
1-(2-hydroxyethyl)-4-(3-(trifluoromethyl-10-phenothiazinyl)propyl)-piperazine (EXACT_SYNONYM)— chebi
10-(3'-(4''-(β-hydroxyethyl)-1''-piperazinyl)-propyl)-3-trifluoromethylphenothiazine (EXACT_SYNONYM)— chebi
10-(3-(2-hydroxyethyl)piperazinopropyl)-2-(trifluoromethyl)phenothiazine (EXACT_SYNONYM)— chebi
2-(4-(3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl)-1-piperazinyl)ethanol (EXACT_SYNONYM)— chebi
2-(trifluoromethyl)-10-(3-(1-(β-hydroxyethyl)-4-piperazinyl)propyl)phenothiazine (EXACT_SYNONYM)— chebi
4-(3-(-trifluoromethyl-10-phenothiazyl)-propyl)-1-piperazineethanol (EXACT_SYNONYM)— chebi
4-(3-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)propyl)-1-piperazineethanol (EXACT_SYNONYM)— chebi
4-(3-(2-trifluoromethyl-10-phenothiazyl)-propyl)-1-piperazineethanol (EXACT_SYNONYM)— chebi
Fluorfenazine (EXACT_SYNONYM)— chebi
Fluorophenazine (EXACT_SYNONYM)— chebi
Fluorphenazine (EXACT_SYNONYM)— chebi
Fluphenazine (EXACT_SYNONYM)— chebi
Triflumethazine (EXACT_SYNONYM)— chebi
flufenazina (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

beilstein:1189506
cas:69-23-8
drugbank:DB00623
drugcentral:1212
gmelin:1231182
hmdb:HMDB0014761
kegg.compound:C07010
kegg.drug:D07977
lincs.smallmolecule:LSM-3226
patent:GB829246
patent:GB833474
patent:US3058979
patent:US3194733
reaxys:61643
wikipedia.en:Fluphenazine

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:149553 CHEBI:149553

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:5123`	fluphenazine	`antibioticmech:chebi-aa19a52d7f`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.