dimethyl(1-{9-thia-2,4-diazatricyclo[8.4.0.0^{3,8}]tetradeca-1(10),3,5,7,11,13-hexaen-2-yl}propan-2-yl)amine

• ChemBase ID: 6402
• Molecular Formular: C16H19N3S
• Molecular Mass: 285.40716
• Monoisotopic Mass: 285.12996862
• SMILES: S1c2c(N(CC(N(C)C)C)c3ncccc13)cccc2
• Canonical SMILES: CN(C(CN1c2ccccc2Sc2c1nccc2)C)C
• InChI: InChI=1S/C16H19N3S/c1-12(18(2)3)11-19-13-7-4-5-8-14(13)20-15-9-6-10-17-16(15)19/h4-10,12H,11H2,1-3H3
• InChIKey: OQJBSDFFQWMKBQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl(1-{9-thia-2,4-diazatricyclo[8.4.0.0^{3,8}]tetradeca-1(10),3,5,7,11,13-hexaen-2-yl}propan-2-yl)amine; dimethyl(1-{9-thia-2,4-diazatricyclo[8.4.0.0^3,^8]tetradeca-1(14),3(8),4,6,10,12-hexaen-2-yl}propan-2-yl)amine; dimethyl(1-{9-thia-2,4-diazatricyclo[8.4.0.0^3,^8]tetradeca-1(10),3,5,7,11,13-hexaen-2-yl}propan-2-yl)amine
• IUPAC Traditional name: isothipendyl
• Brand Name: Andanton; Actapront; Udantol; Odantol; Nilergex
• Synonyms: Isothipendylum; Isothipendyl; N,N,α-Trimethyl-10H-pyrido[3,2-b][1,4]benzothiazine-10-ethanamine; (+/-)-Isothipendyl; 10-(2-Dimethylaminopropyl)-1-azaphenothiazine; 10-[2-(Dimethylamino)propyl]-10H-pyrido[3,2-b][1,4]benzothiazine; AY 56012; D 201; Dimethylaminoisopropylazaphenothiazine; Odantol; Udantol

Database IDs

• CAS Number: 482-15-5
• PubChem SID: 160969709
• PubChem CID: 3781
• ATC CODE: R06AD09; D04AA22
• Chemspider ID: 3649
• DrugBank ID: DB08802
• KEGG ID: D08091
• Unique Ingredient Identifier: WVZ7K9P0JY
• Wikipedia Title: Isothipendyl

CALCULATED PROPERTIES

JChem

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.507864
• LogD (pH = 7.4): 2.1440454
• Log P: 3.664356
• Molar Refractivity: 86.6615 cm^3
• Polarizability: 33.22795 Å^3
• Polar Surface Area: 19.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.45
• LOG S: -3.31
• Solubility (Water): 1.40e-01 g/l

DETAILS

DrugBank - DB08802

• Drug Groups: approved
• Description: Isothipendyl is an antihistamine and anticholinergic used as an antipruritic.
• Indication: For the topical treatment of itching associated with allergic reactions.
• Pharmacology: Isothipendyl, an azaphenothiazine derivative, competitively binds to histamine (H1) receptors, resulting in inhibition of the pharmacological effects of histamines. It also has some sedative, anticholinergic and antiserotoninergic effects.
• Affected Organisms: Humans and other mammals
• References: Moreau A, Dompmartin A, Dubreuil A, Leroy D: Phototoxic and photoprotective effects of topical isothipendyl. Photodermatol Photoimmunol Photomed. 1995 Apr;11(2):50-4. [Pubmed]
• External Links: Wikipedia

Toronto Research Chemicals - I902750

Antihistaminic.

REFERENCES

• Moreau A, Dompmartin A, Dubreuil A, Leroy D: Phototoxic and photoprotective effects of topical isothipendyl. Photodermatol Photoimmunol Photomed. 1995 Apr;11(2):50-4. Pubmed
• Milsmann, E., et al.: Dermatologica, 170, 230 (1985)
• Turcant, A., et al.: Clin. Chem., 37, 1210 (1985)