2-Propionylphenothiazine

CAS Number: 92-33-1

Molecular Formula: C15H13NOS

Therapeutic Class: Antipsychotic (Neuroleptic)Therapeutic Class: Sedative-Hypnotic / AntihistamineTarget Drug: Propiomazine (Propavan)Target Drug: ButaperazinePhenothiazine Antipsychotic and AntihistamineNitrogenous HeterocyclesBuy CAS 92-33-1 bulk

About 2-Propionylphenothiazine

2-Propionylphenothiazine (CAS 92-33-1), chemically known as 1-(10H-phenothiazin-2-yl)propan-1-one, is a vital sulfur-nitrogen heterocyclic building block. In Elemental Derivatives hierarchy (Nitrogen/Sulfur Heterocycles path), it serves as the foundational core for the synthesis of "typical" first-generation antipsycho...

2-Propionylphenothiazine Specifications

CAS Number

92-33-1

Molecular Formula

C15H13NOS

Molecular Weight

255.34

IUPAC Name

1-(10H-phenothiazin-2-yl)propan-1-one

Canonical SMILES

CCC(=O)C1=CC2=C(C=C1)SC3=CC=CC=C3N2

InChI Key

XPGPHJNCOZQFAU-UHFFFAOYSA-N

InChI

1S/C15H13NOS/c1-2-13(17)10-7-8-15-12(9-10)16-11-5-3-4-6-14(11)18-15/h3-9,16H,2H2,1H3

EINECS Number

202-148-3

MDL Number

MFCD02929294

HSN No

293430

CAS Number

92-33-1

Molecular Formula

C15H13NOS

Molecular Weight

255.34

IUPAC Name

1-(10H-phenothiazin-2-yl)propan-1-one

Canonical SMILES

CCC(=O)C1=CC2=C(C=C1)SC3=CC=CC=C3N2

InChI Key

XPGPHJNCOZQFAU-UHFFFAOYSA-N

InChI

1S/C15H13NOS/c1-2-13(17)10-7-8-15-12(9-10)16-11-5-3-4-6-14(11)18-15/h3-9,16H,2H2,1H3

EINECS Number

202-148-3

MDL Number

MFCD02929294

HSN No

293430

Molecular Weight

255.34

Melting Point (Experimental)

172-173 °C Solvent: Ethyl acetate

Boiling Point (Predicted)

462.744+34.00 °C Press: 760.00 Torr

Density (Predicted)

1.218+0.06 g/cm3 Temp: 25 °C; Press: 760 Torr

pKa (Predicted)

-2.460+0.20 Most Basic Temp: 25 °C

Hazard Classes and Categories

Acute Tox. 4 (50%), Skin Irrit. 2 (66.7%), Eye Irrit. 2A (83.3%), STOT SE 3(83.3%)

Precautionary Statement Codes

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Propiomazine Synthesis

Condensed with 2-dimethylaminoisopropyl chloride in the presence of a strong base (like NaN H2 or KOH ) to yield the Propiomazine base

Process Optimization

Industrial routes focus on minimizing isopropiomazine impurities by controlling regioselectivity during the 10-position alkylation

Impurity Profiling

Labs' preference as a reference standard to detect unreacted intermediates or degradation products in finished phenothiazine dosages

Method Development

Critical for validating HPLC/LC-MS methods under ICH guidelines for "process-related impurities"

Photocatalysts

Research-grade explored in the synthesis of organic photocatalysts due to the electron-rich nature of the sulfur-nitrogen tricyclic system.

Propiomazine (Propavan)

MOA: Acts primarily as a potent Hi receptor antagonist and a dopaminergic/serotonergic blocker Clinical Indications: Short-term treatment of insomnia, as a pre-surgical sedative to relieve anxiety, and as an adjunct to analgesics during labour.

Butaperazine

MOA: High-potency Dz receptor antagonist in the mesolimbic pathway Clinical Indications: Management of Schizophrenia and acute manic episodes in bipolar disorder.