10-[2-(1-methylpiperidin-2-yl)ethyl]-2-(methylsulfanyl)-10H-phenothiazine hydrochloride

• ChemBase ID: 104708
• Molecular Formular: C21H27ClN2S2
• Molecular Mass: 407.03548
• Monoisotopic Mass: 406.13041855
• SMILES: Cl.CSc1ccc2Sc3c(cccc3)N(CCC3CCCCN3C)c2c1
• Canonical SMILES: CSc1ccc2c(c1)N(CCC1CCCCN1C)c1c(S2)cccc1.Cl
• InChI: InChI=1S/C21H26N2S2.ClH/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(24-2)15-19(21)23;/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3;1H
• InChIKey: NZFNXWQNBYZDAQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-[2-(1-methylpiperidin-2-yl)ethyl]-2-(methylsulfanyl)-10H-phenothiazine hydrochloride
• IUPAC Traditional name: thioridazine hydrochloride
• Synonyms: 10-[2-(1-Methyl-2-piperidyl)ethyl]-2-(methylthio)-10H-phenothiazine hydrochloride; Thioridazine hydrochloride; 10-[2-(1-Methyl-2-piperidinyl)ethyl]-2-(methylthio)-10H-phenothiazine Hydrochloride; 2-Methylmercapto-10-[2-(N-methyl-2-piperidyl)ethyl]phenothiazine Hydrochloride; Aldazine; Mellaril; Orsanil; Ridazin; Stalleril; 10-[2-(1-Methyl-2-piperidyl)-ethyl]-2-[methylthiol]-phenothiazine; THIORIDAZINE HYDROCHLORIDE

Database IDs

• CAS Number: 130-61-0
• EC Number: 204-992-8
• MDL Number: MFCD00012655
• PubChem SID: 24277944; 162091932
• PubChem CID: 66062

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.3070333
• LogD (pH = 7.4): 3.9332237
• Log P: 5.469306
• Molar Refractivity: 113.5226 cm^3
• Polarizability: 43.827343 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethanol; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 158-160°C; 161-163°C

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• RTECS: SP2275000
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 22-36/37/38-50/53; R:22
• Safety Statements: 26-36-60-61; S:36/37/39
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335-H410
• GHS Precautionary statements: P261-P273-P305 + P351 + P338-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Pharmacology Properties

• Target: Others
• Gene Information: human ... DRD2(1813)

Product Information

• Purity: ≥99%; 98%; 99%
• Salt Data: hydrochloride
• Empirical Formula (Hill Notation): C21H26N2S2 · HCl

DETAILS

MP Biomedicals - 02156891

Hydrochloride
Purity: 98%
Calcium channel blocker and dopamine antagonist.

Sigma Aldrich - T9025

Biochem/physiol Actions
D2 dopamine receptor antagonist; phenothazine antipsychotic with reduced extrapyramidal side effects; Ca2+ channel blocker.

Toronto Research Chemicals - T368800

Thioridazine HCl is a dopamine receptor blocker and antipsychotic. It is the parent compound of sulforidazine and mesoridazine. This compound has been reported to bind strongly to dopamine receptors on cancer stem cells and cause differentiation leaving

REFERENCES

• Abdel-Moety, E.M., et al.: Anal. Profile Drug Subs., 18, 459 (1971)
• Goldenthal, E.I., Toxicol. Appl. Pharmacol., 18, 185 (1971)