Synonym
Thiopropazate HCl; Thiopropazate hydrochloride; EINECS 205-666-8
IUPAC/Chemical Name
1-Piperazineethanol, 4-(3-(2-chlorophenothiazin-10-yl)propyl)-, acetate (ester), dihydrochloride
InChi Key
DRLLEHPFGRESBT-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H28ClN3O2S.2ClH/c1-18(28)29-16-15-26-13-11-25(12-14-26)9-4-10-27-20-5-2-3-6-22(20)30-23-8-7-19(24)17-21(23)27;;/h2-3,5-8,17H,4,9-16H2,1H3;2*1H
SMILES Code
ClC(C=C1N2CCCN3CCN(CCOC(C)=O)CC3)=CC=C1SC4=C2C=CC=C4.[H]Cl.[H]Cl
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
to be determined
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
|
Solvent |
mg/mL |
mM |
comments |
| Solubility |
| To be determined |
0.0 |
100.00 |
|
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
518.92
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.
| 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: THIOPROPAZATE hydrochloride: 2-chloro-10-[3-[4-(2-acetoxyethyl)-piperazinyl]-propyl]-phenothiazine dihydrochloride. J Am Med Assoc. 1959 Jan 17;169(3):256-7. PMID: 13610660.
2: Singer K, Cheng MN. Thiopropazate hydrochloride in persistent dyskinesia. Br Med J. 1971 Oct 2;4(5778):22-5. doi: 10.1136/bmj.4.5778.22. PMID: 4938244; PMCID: PMC1799164.
3: Singer K, Cheng MN. Thiopropazate hydrochloride in persistent dyskinesia. Br Med J. 1971 Dec 4;4(5787):626. doi: 10.1136/bmj.4.5787.626-c. PMID: 5167074; PMCID: PMC1799903.
4: McLellan DL, Chalmers RJ, Johnson RH. A double-blind trial of tetrabenazine, thiopropazate, and placebo in patients with chorea. Lancet. 1974 Jan 26;1(7848):104-7. doi: 10.1016/s0140-6736(74)92338-1. PMID: 4130307.
5: EDISEN CB, SAMUELS AS. Thiopropazate hydrochloride (dartal) chemotherapy for emotional disorders; a clinical evaluation. AMA Arch Neurol Psychiatry. 1958 Oct;80(4):481-3. doi: 10.1001/archneurpsyc.1958.02340100081019. PMID: 13582283.
6: HAMILTON M, SMITH AL, LAPIDUS HE, CADOGAN EP. A controlled trial of thiopropazate dihydrochloride (dartalan). chlorpromazine and occupational therapy in chronic schizophrenics. J Ment Sci. 1960 Jan;106:40-55. doi: 10.1192/bjp.106.442.40. PMID: 14399273.
7: BRUYN GW. Thiopropazate dihydrochloride (Dartal) in the treatment of Huntington's chorea. Psychiatr Neurol Neurochir. 1962 Nov-Dec;65:430-8. PMID: 14016410.
8: POELDINGER W. [Therapeutic experiences with thiopropazate and with a combination of thiopropazate and chlorphencyclan (Vesitan) in psychiatry]. Praxis. 1962 Jan 18;51:73-8. German. PMID: 14487367.
9: SCHAUMANN W, KURBJUWEIT HG. [Modification of the analgesic effect of morphine by reserpine and thiopropazate]. Naunyn Schmiedebergs Arch Exp Pathol Pharmakol. 1961;241:346-55. German. PMID: 13747320.
10: HOLLISTER LE, OVERALL JE, CAFFEY E Jr, BENNETT JL, MEYER F, KIMBELL I Jr, HONIGFELD G. Controlled comparison of Haloperidol with thiopropazate in newly admitted schizophrenics. J Nerv Ment Dis. 1962 Dec;135:544-9. doi: 10.1097/00005053-196212000-00007. PMID: 13961355.
11: Bhidayasiri R, Fahn S, Weiner WJ, Gronseth GS, Sullivan KL, Zesiewicz TA; American Academy of Neurology. Evidence-based guideline: treatment of tardive syndromes: report of the Guideline Development Subcommittee of the American Academy of Neurology. Neurology. 2013 Jul 30;81(5):463-9. doi: 10.1212/WNL.0b013e31829d86b6. Erratum in: Neurology. 2013 Nov 26;81(22):1968. PMID: 23897874.
12: SCHAUMANN W, KURBJUWEIT HG. [Modifications of various effects of thiopropazate by a central stimulant]. Arzneimittelforschung. 1961 Apr;11:343-50. German. PMID: 13747321.
13: Bullock RJ. Efficacy of thiopropazate dihydrochloride (Dartalan) in treating persisting phenothiazine-induced choreo-athetosis and akathisia. Med J Aust. 1972 Aug 5;2(6):314-6. doi: 10.5694/j.1326-5377.1972.tb47308.x. PMID: 4404280.
14: SAXENA A, BHATTACHARYA BK, MUKERJI B. Behavioural studies in fish with mescaline, LSD, and thiopropazate and their interactions with serotonin and dopa. Arch Int Pharmacodyn Ther. 1962 Nov 1;140:327-35. PMID: 13986968.
15: Curran JP. Management of tardive dyskinesia with thiopropazate. Am J Psychiatry. 1973 Aug;130(8):925-7. doi: 10.1176/ajp.130.8.925. PMID: 4146097.
16: Lal S, Ettigi P. Comparison of thiopropazate and trifluoperazine on oral dyskinesia - a double blind study. Curr Ther Res Clin Exp. 1974 Sep;16(9):990-7. PMID: 4214673.
17: Smith JS, Kiloh LG. Six month evaluation of thiopropazate hydrochloride in tardive dyskinesia. J Neurol Neurosurg Psychiatry. 1979 Jun;42(6):576-9. doi: 10.1136/jnnp.42.6.576. PMID: 381595; PMCID: PMC490265.
18: DOBKIN AB. Potentiation of thiopentone anaesthesia. Comparison of promethazine, chlorpromazine, perphenazine, fluphenazine, thiopropazate, pipamazine and triflupromazine. Br J Anaesth. 1960 Sep;32:424-6. doi: 10.1093/bja/32.9.424. PMID: 13723253.
19: VAISBERG M, SAUNDERS JC. TREATMENT OF DYSKINESIAS INCLUDING HUNTINGTON'S CHOREA WITH THIOPROPAZATE AND R-1625. Dis Nerv Syst. 1963 Aug;24:499-500. PMID: 14051622.
20: FERRAND PT, PETERSON G, O'NEILL R. A follow-up study of discharged patients on thiopropazate dihydrochloride (Dartal) medication. Minn Med. 1961 Mar;44:103-7. PMID: 13699020.
