DOTHIEPIN

EPA Genetic Toxicology Program.

The IUPAC name of Dosulepin is (3Z)-3-(6H-benzo[c][1]benzothiepin-11-ylidene)-N,N-dimethylpropan-1-amine. With the CAS registry number 113-53-1, it is also named as 11-(3-Dimethylaminopropylidene)-6,11-dihydrodibenzo(b,e)thiepin. The product's categories are Chemical Amines; Amines; Intermediates & Fine Chemicals; Pharmaceuticals; Sulfur & Selenium Compounds. When heated to decomposition it emits toxic fumes of NO_x and SO_x.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 4.34; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.35; (4)ACD/LogD (pH 7.4): 2.61; (5)ACD/BCF (pH 5.5): 1.19; (6)ACD/BCF (pH 7.4): 21.86; (7)ACD/KOC (pH 5.5): 5.59; (8)ACD/KOC (pH 7.4): 102.29; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 28.54 Å²; (13)Index of Refraction: 1.66; (14)Molar Refractivity: 95.07 cm³; (15)Molar Volume: 257.2 cm³; (16)Surface Tension: 50.9 dyne/cm; (17)Enthalpy of Vaporization: 68.64 kJ/mol; (18)Vapour Pressure: 1.25E-07 mmHg at 25°C; (19)Rotatable Bond Count: 3; (20)Exact Mass: 295.13947; (21)MonoIsotopic Mass: 295.13947; (22)Topological Polar Surface Area: 28.5; (23)Heavy Atom Count: 21; (24)Complexity: 363.

Preparation of Dosulepin: It can be obtained by the following reaction.

Uses of Dosulepin: It blocks the reuptake of serotonin and norepinephrine in the brain, thereby increasing their levels. So it is used for low-level anxiety, depression and similar disorders, as well as the treatment of chronic and ongoing pain disorders, particularly where insomnia and/or loss of appetite are present. The most common side effects are drowsiness and dry mouth as well as dry eyes.

People can use the following data to convert to the molecule structure. 
1. SMILES:S3c1ccccc1/C(c2c(cccc2)C3)=C/CCN(C)C
2. InChI:InChI=1/C19H21NS/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19/h3-6,8-12H,7,13-14H2,1-2H3/b17-11+

The following are the toxicity data which has been tested.