MedKoo Cat#: 565446 | Name: Dothiepin HCl

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Dothiepin HCl is a Tricyclic antidepressant (TCA), acting as a serotonin–norepinephrine reuptake inhibitor (SNRI) and also having other activities including antihistamine, antiadrenergic, antiserotonergic, anticholinergic, and sodium channel-blocking effects.

Chemical Structure

Dothiepin HCl
Dothiepin HCl
CAS#25627-36-5 (HCl)

Theoretical Analysis

MedKoo Cat#: 565446

Name: Dothiepin HCl

CAS#: 25627-36-5 (HCl)

Chemical Formula: C19H22ClNS

Exact Mass:

Molecular Weight: 331.90

Elemental Analysis: C, 68.76; H, 6.68; Cl, 10.68; N, 4.22; S, 9.66

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Dothiepin Hydrochloride; Dothiepin HCl
IUPAC/Chemical Name
(3E)-3-(6H-Benzo[c][1]benzothiepin-11-ylidene)-N,N-dimethylpropan-1-amine hydrochloride
InChi Key
XUPZAARQDNSRJB-SJDTYFKWSA-N
InChi Code
InChI=1S/C19H21NS.ClH/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;1H/b17-11+;
SMILES Code
CN(C)CC/C=C1C2=CC=CC=C2CSC3=CC=CC=C\13.[H]Cl
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 331.90 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Walash MI, Belal F, El-Enany N, Elmansi H. Spectrophotometric and Spectrofluorimetric Methods for the Determination of Dothiepin Hydrochloride in its Pure and Dosage Forms using Eosin. Int J Biomed Sci. 2010 Dec;6(4):327-34. PubMed PMID: 23675210; PubMed Central PMCID: PMC3615291. 2: Hassan Wel-S. Extractive colorimetric method for the determination of dothiepin hydrochloride and risperidone in pure and in dosage forms. Chem Pharm Bull (Tokyo). 2008 Aug;56(8):1092-6. PubMed PMID: 18670108. 3: Dhavale HS, Gawande S, Bhagat V, Durge V, Londhe V, Kini S, Nadkar MY, Borges NE. Evaluation of efficacy and tolerability of dothiepin hydrochloride in the management of major depression in patients suffering from rheumatoid arthritis. J Indian Med Assoc. 2005 May;103(5):291-4. PubMed PMID: 16229336. 4: Taha EA. Kinetic spectrophotometric methods for the determination of dothiepin hydrochloride in bulk and in drug formulation. Anal Bioanal Chem. 2003 Aug;376(7):1131-6. Epub 2003 Jul 11. PubMed PMID: 12856096. 5: Sechter D, De Sahb R, Boudet A, Leutenegger E. [Action and tolerance of dothiepin hydrochloride (Prothiaden) in depressive states during the evolution of psychotic disorders]. Encephale. 1994 Jul-Aug;20(4):445-50. French. PubMed PMID: 7988409. 6: Beaumont G, Gringras M, Hobbs FD, Drury VW, Freeling P, Tylee A, Shanley DF, Comber H, Little S, Hill S. A randomized, double-blind, multi-centre, parallel-group study comparing the tolerability and efficacy of moclobemide and dothiepin hydrochloride in depressed patients in general practice. Int Clin Psychopharmacol. 1993 Jan;7(3-4):159-65. PubMed PMID: 8468438. 7: Dwivedi VS, Berger AB, Khong TK, Hamilton BA, Jones PG, Brantingham P, Grillage MG, Prasad S, Kundu BN, Renwick JA, et al. Depression in general practice: a comparison of flupenthixol dihydrochloride and dothiepin hydrochloride. Curr Med Res Opin. 1990;12(3):191-7. PubMed PMID: 2272193. 8: Pawlak Z, Clark BJ. Assay of dothiepin hydrochloride and its geometric isomers by liquid chromatography. J Pharm Biomed Anal. 1989;7(12):1903-7. PubMed PMID: 2490581. 9: Cropper M, Garner A, McEwan GD, Munt DF, Rushbrook LA, Stevens V, Baker AC. A double-blind comparative study of alprazolam and dothiepin hydrochloride in the treatment of anxiety associated with depression. Pharmatherapeutica. 1987;5(2):76-82. PubMed PMID: 3310018. 10: Zusky P, Manschreck TC, Blanchard C, Rosenbaum J, Elliot C, Lou P. Dothiepin hydrochloride: treatment efficacy and safety. J Clin Psychiatry. 1986 Oct;47(10):504-7. PubMed PMID: 3531188. 11: Stratas NE. A double-blind study of the efficacy and safety of dothiepin hydrochloride in the treatment of major depressive disorder. J Clin Psychiatry. 1984 Nov;45(11):466-9. PubMed PMID: 6386793. 12: Rees JA. Clinical interpretation of pharmacokinetic data on dothiepin hydrochloride (Dosulepin, Prothiaden). J Int Med Res. 1981;9(2):98-102. PubMed PMID: 7227628. 13: Dahl LE, Dencker SJ, Lundin L. A double-blind study of dothiepin hydrochloride (Prothiaden) and amitriptyline in out-patients with masked depression. J Int Med Res. 1981;9(2):103-7. PubMed PMID: 7014282. 14: Crampton EL, Dickinson W, Haran G, Marchant B, Risdall PC, Berry PA. The metabolism of dothiepin hydrochloride in vivo and in vitro [proceedings]. Br J Pharmacol. 1978 Nov;64(3):405P. PubMed PMID: 102390; PubMed Central PMCID: PMC1668588. 15: Nakra BR, Glass RC, Rees JA. Steady-state serum concentrations of dothiepin and northiaden after two dosage regimens of dothiepin hydrochloride (Prothiaden). J Int Med Res. 1977;5(6):391-7. PubMed PMID: 590597. 16: Rees JA, Risdall PC. An evaluation of a once daily dosage régime of dothiepin hydrochloride (prothiaden). J Int Med Res. 1976;4(5):319-25. PubMed PMID: 1028633. 17: Deering RB, Vallé-Jones JC. A general practitioner double-blind study of dothiepin hydrochloride ('Prothiaden') and amitriptyline in depression. Curr Med Res Opin. 1974;2(8):471-3. PubMed PMID: 4614953.