dimethyl[1-(10H-phenothiazin-10-yl)propan-2-yl]amine hydrochloride

• ChemBase ID: 132301
• Molecular Formular: C17H21ClN2S
• Molecular Mass: 320.88004
• Monoisotopic Mass: 320.11139736
• SMILES: CC(CN1c2ccccc2Sc2c1cccc2)N(C)C.Cl
• Canonical SMILES: CN(C(CN1c2ccccc2Sc2c1cccc2)C)C.Cl
• InChI: InChI=1S/C17H20N2S.ClH/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-17-11-7-5-9-15(17)19;/h4-11,13H,12H2,1-3H3;1H
• InChIKey: XXPDBLUZJRXNNZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl[1-(10H-phenothiazin-10-yl)propan-2-yl]amine hydrochloride
• IUPAC Traditional name: promethazine hydrochloride
• Synonyms: Promethazine hydrochloride; 10-[2-(Dimethylamino)propyl]phenothiazine hydrochloride; N,N,α-Trimethyl-10H-phenothiazine-10-ethanamine Hydrochloride; (+/-)-Promethazine Hydrochloride; (2-Dimethylamino-2-methyl)ethyl-N-dibenzoparathiazine Hydrochloride; Atosil; Farganesse; Fenazil; Hiberna; Prothazin; RP 3389; Promethazine Hydrochloride; 10-(2-二甲基氨基-1-丙基)吩噻嗪 盐酸盐; 普鲁米近 盐酸盐

Database IDs

• CAS Number: 58-33-3
• EC Number: 200-375-2
• MDL Number: MFCD00012652
• Beilstein Number: 4166397
• PubChem SID: 24870363; 24277802; 162226578
• PubChem CID: 6014

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.0650802
• LogD (pH = 7.4): 2.6373293
• Log P: 4.287571
• Molar Refractivity: 88.5049 cm^3
• Polarizability: 34.154385 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 225-227°C

Safety Information

• Storage Condition: Refrigerator
• RTECS: SO8225000
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 20/22-36/37/38-43-51/53
• Safety Statements: 22-26-28-36/37/39-60-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302 + H332-H315-H317-H319-H335-H411
• GHS Precautionary statements: P261-P273-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Pharmacology Properties

• Gene Information: human ... HRH1(3269)

Product Information

• Purity: 98%
• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C17H20N2S · HCl

DETAILS

Sigma Aldrich - P4651

Biochem/physiol Actions
H1 histamine receptor antagonist; CNS depressant; anticholinergic.

Sigma Aldrich - 46682

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - P757000

Antihistaminic, antiemetic, CNS depressant.

REFERENCES

• Edge, W., et al.: J. Pharm. Pharmacol., 5, 279 (1953)
• Huang, et al.: J. Pharm. Sci., 59, 772 (1953)
• Shearer, C.M., et al.: Anal. Profiles Drug Subs., 5, 429 (1976)