Phenothiazine

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

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Name
Phenothiazine
Accession Number
DB11447
Type
Small Molecule
Groups
Experimental, Vet approved
Description

Phenothiazine (PTZ) is an organic thiazine compound.

Structure
Thumb
Synonyms
  • 10H-phenothiazine
  • dibenzo-1,4-thiazine
  • Fenotiazina
  • Phenothiazine
  • Phenothiazinum
  • Thiodiphenylamin
Categories
UNII
GS9EX7QNU6
CAS number
92-84-2
Weight
Average: 199.27
Monoisotopic: 199.045570468
Chemical Formula
C12H9NS
InChI Key
WJFKNYWRSNBZNX-UHFFFAOYSA-N
InChI
InChI=1S/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H
IUPAC Name
10H-phenothiazine
SMILES
N1C2=CC=CC=C2SC2=CC=CC=C12

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAndrogen receptorNot AvailableHumans
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
7-NitroindazoleThe therapeutic efficacy of 7-Nitroindazole can be decreased when used in combination with Phenothiazine.
AbemaciclibThe serum concentration of Phenothiazine can be increased when it is combined with Abemaciclib.
AcebutololThe serum concentration of Phenothiazine can be increased when it is combined with Acebutolol.
AcetaminophenThe serum concentration of Phenothiazine can be increased when it is combined with Acetaminophen.
AcetazolamideThe therapeutic efficacy of Acetazolamide can be decreased when used in combination with Phenothiazine.
Acetylsalicylic acidThe serum concentration of Phenothiazine can be increased when it is combined with Acetylsalicylic acid.
AfatinibThe serum concentration of Phenothiazine can be increased when it is combined with Afatinib.
AlbendazoleThe serum concentration of Phenothiazine can be increased when it is combined with Albendazole.
AldosteroneThe serum concentration of Phenothiazine can be increased when it is combined with Aldosterone.
AlectinibThe serum concentration of Phenothiazine can be increased when it is combined with Alectinib.
Additional Data Available
  • Extended Description
    Extended Description

    Extended description of the mechanism of action and particular properties of each drug interaction.

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  • Severity
    Severity

    A severity rating for each drug interaction, from minor to major.

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  • Evidence Level
    Evidence Level

    A rating for the strength of the evidence supporting each drug interaction.

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  • Action
    Action

    An effect category for each drug interaction. Know how this interaction affects the subject drug.

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Food Interactions
Not Available

References

General References
  1. Authors unspecified: Phenothiazine. Can J Comp Med Vet Sci. 1940 Dec;4(12):332. [PubMed:17647710]
  2. Authors unspecified: PHENOTHIAZINE. Bull Am Pharm Assoc. 1946 Jul-Aug;14(7-8):158. [PubMed:20285807]
  3. Boet DJ: Phenothiazine retinopathy. Ophthalmologica. 1969;158 Suppl:574-82. [PubMed:5359756]
  4. RAPPAPORT R: [Phenothiazine derivatives]. Fr Med. 1957 Aug-Sep;20(8-9):23-6. [PubMed:13474074]
  5. Alkemade PP: Phenothiazine-retinopathy. Ophthalmologica. 1968;155(1):70-6. [PubMed:5647013]
  6. LONGMORE DB: PHENOTHIAZINE PIGMENTATION. Lancet. 1965 Apr 17;1(7390):854. [PubMed:14263549]
  7. RICHARDS F: PHENOTHIAZINE PIGMENTATION. Lancet. 1965 Aug 28;2(7409):437. [PubMed:14346775]
  8. Singh SD, Varma A: Phenothiazine poisoning. Indian Pediatr. 1986 Oct;23 Suppl:172-3. [PubMed:2889672]
  9. McNeill DL: Phenothiazine resistance. Br Med J. 1977 Jul 9;2(6079):127-8. [PubMed:17450]
  10. DELGADO JN, COSGROVE FP, ISAACSON EI: PHENOTHIAZINE DERIVATIVES. Tex Med. 1964 Mar;60:315-8. [PubMed:14131729]
  11. Filip IH, Gal E, Lupan I, Perde-Schrepler M, Lonnecke P, Surducan M, Gaina LI, Hey-Hawkins E, Silaghi-Dumitrescu L: Tuning the coordination properties of phenothiazine by regioselective introduction of diphenylphosphanyl groups. Dalton Trans. 2015 Jan 14;44(2):615-29. doi: 10.1039/c4dt02665a. Epub 2014 Nov 10. [PubMed:25382702]
  12. Musah RA, Lesiak AD, Maron MJ, Cody RB, Edwards D, Fowble KL, Dane AJ, Long MC: Mechanosensitivity below Ground: Touch-Sensitive Smell-Producing Roots in the Shy Plant Mimosa pudica. Plant Physiol. 2016 Feb;170(2):1075-89. doi: 10.1104/pp.15.01705. Epub 2015 Dec 9. [PubMed:26661932]
External Links
KEGG Drug
D02601
ChemSpider
21106365
BindingDB
50012855
ChEBI
37931
ChEMBL
CHEMBL828
Wikipedia
Phenothiazine

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.39 mg/mLALOGPS
logP4.19ALOGPS
logP3.63ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)17.91ChemAxon
pKa (Strongest Basic)-0.95ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area12.03 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity61.17 m3·mol-1ChemAxon
Polarizability21.6 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSNot Available
MS/MS Spectrum - , positiveLC-MS/MSsplash10-014j-2900000000-0c8015640d3d05a50f86

Taxonomy

Description
This compound belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Benzothiazines
Sub Class
Phenothiazines
Direct Parent
Phenothiazines
Alternative Parents
Diarylthioethers / Benzenoids / 1,4-thiazines / Secondary amines / Azacyclic compounds / Organopnictogen compounds / Hydrocarbon derivatives
Substituents
Phenothiazine / Diarylthioether / Aryl thioether / Benzenoid / Para-thiazine / Azacycle / Thioether / Secondary amine / Organic nitrogen compound / Organopnictogen compound
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
phenothiazine (CHEBI:37931)

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Steroid hormone receptors are ligand-activated transcription factors that regulate eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Transcription ...
Gene Name
AR
Uniprot ID
P10275
Uniprot Name
Androgen receptor
Molecular Weight
98987.9 Da
References
  1. Bisson WH, Cheltsov AV, Bruey-Sedano N, Lin B, Chen J, Goldberger N, May LT, Christopoulos A, Dalton JT, Sexton PM, Zhang XK, Abagyan R: Discovery of antiandrogen activity of nonsteroidal scaffolds of marketed drugs. Proc Natl Acad Sci U S A. 2007 Jul 17;104(29):11927-32. Epub 2007 Jul 2. [PubMed:17606915]

Drug created on February 25, 2016 11:50 / Updated on September 02, 2019 19:24