CHEBI:37931 - 10H-phenothiazine

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ChEBI Name 10H-phenothiazine
ChEBI ID CHEBI:37931
ChEBI ASCII Name 10H-phenothiazine
Definition The 10H-tautomer of phenothiazine.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information eMolecules:4368379, ZINC000004098511
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Phenothiazine, abbreviated PTZ, is an organic compound that has the formula S(C6H4)2NH and is related to the thiazine-class of heterocyclic compounds. Derivatives of phenothiazine are highly bioactive and have widespread use and rich history. The derivatives chlorpromazine and promethazine revolutionized the fields of psychiatry and allergy treatment, respectively. An earlier derivative, methylene blue, was one of the first antimalarial drugs, and derivatives of phenothiazine are currently under investigation as possible anti-infective drugs. Phenothiazine is a prototypical pharmaceutical lead structure in medicinal chemistry.
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Formula C12H9NS
Net Charge 0
Average Mass 199.27260
Monoisotopic Mass 199.04557
InChI InChI=1S/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H
InChIKey WJFKNYWRSNBZNX-UHFFFAOYSA-N
SMILES N1c2ccccc2Sc2ccccc12
Metabolite of Species Details
Mimosa pudica (NCBI:txid76306) Found in root (BTO:0001188). See: PubMed
Roles Classification
Chemical Role(s): radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ferroptosis inhibitor
Any substance that inhibits the process of ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.
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ChEBI Ontology
Outgoing 10H-phenothiazine (CHEBI:37931) has role ferroptosis inhibitor (CHEBI:173084)
10H-phenothiazine (CHEBI:37931) has role plant metabolite (CHEBI:76924)
10H-phenothiazine (CHEBI:37931) has role radical scavenger (CHEBI:48578)
10H-phenothiazine (CHEBI:37931) is a phenothiazine (CHEBI:37932)
10H-phenothiazine (CHEBI:37931) is tautomer of 1H-phenothiazine (CHEBI:37934)
10H-phenothiazine (CHEBI:37931) is tautomer of 3H-phenothiazine (CHEBI:37935)
10H-phenothiazine (CHEBI:37931) is tautomer of 4aH-phenothiazine (CHEBI:37933)
Incoming acetophenazine (CHEBI:2401) has functional parent 10H-phenothiazine (CHEBI:37931)
metiazinic acid (CHEBI:31838) has functional parent 10H-phenothiazine (CHEBI:37931)
fluphenazine (CHEBI:5123) has parent hydride 10H-phenothiazine (CHEBI:37931)
methotrimeprazine (CHEBI:6838) has parent hydride 10H-phenothiazine (CHEBI:37931)
pacatal (CHEBI:59117) has parent hydride 10H-phenothiazine (CHEBI:37931)
perazine (CHEBI:59118) has parent hydride 10H-phenothiazine (CHEBI:37931)
periciazine (CHEBI:31981) has parent hydride 10H-phenothiazine (CHEBI:37931)
perphenazine (CHEBI:8028) has parent hydride 10H-phenothiazine (CHEBI:37931)
prochlorperazine (CHEBI:8435) has parent hydride 10H-phenothiazine (CHEBI:37931)
propiomazine (CHEBI:8491) has parent hydride 10H-phenothiazine (CHEBI:37931)
triflupromazine (CHEBI:9711) has parent hydride 10H-phenothiazine (CHEBI:37931)
1H-phenothiazine (CHEBI:37934) is tautomer of 10H-phenothiazine (CHEBI:37931)
3H-phenothiazine (CHEBI:37935) is tautomer of 10H-phenothiazine (CHEBI:37931)
4aH-phenothiazine (CHEBI:37933) is tautomer of 10H-phenothiazine (CHEBI:37931)
IUPAC Name
10H-phenothiazine
Synonyms Sources
10H-Phenothiazin NIST Chemistry WebBook
dibenzo-1,4-thiazine ChemIDplus
phenothiazine NIST Chemistry WebBook
Manual Xrefs Databases
LSM-3324 LINCS
Phenothiazine Wikipedia
View more database links
Registry Numbers Types Sources
143237 Reaxys Registry Number Reaxys
92-84-2 CAS Registry Number ChemIDplus
92-84-2 CAS Registry Number NIST Chemistry WebBook
Citations Types Sources
25382702 PubMed citation Europe PMC
26661932 PubMed citation Europe PMC
Last Modified
27 May 2021