Thiopropazate HCl
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MedKoo CAT#: 413474

CAS#: 146-28-1 (HCl)

Description: Thiopropazate HCl is the salt form of Thiopropazate Free Base, a typical antipsychotic of the phenothiazine class. It is a prodrug to perphenazine.


Chemical Structure

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Thiopropazate HCl
CAS# 146-28-1 (HCl)

Theoretical Analysis

MedKoo Cat#: 413474
Name: Thiopropazate HCl
CAS#: 146-28-1 (HCl)
Chemical Formula: C23H30Cl3N3O2S
Exact Mass: 517.11
Molecular Weight: 518.920
Elemental Analysis: C, 53.24; H, 5.83; Cl, 20.49; N, 8.10; O, 6.17; S, 6.18

Price and Availability

Size Price Availability Quantity
5mg USD 240 2 Weeks
10mg USD 400 2 Weeks
25mg USD 690 2 Weeks
50mg USD 1100 2 Weeks
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Related CAS #: 146-28-1 (HCl)   84-06-0 (free base)  

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

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: 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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
To be determined 0.0 100.00

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.

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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: 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.

2: 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.

3: DARLING HF. Acetophenazine (Tindal) and thiopropazate (Dartal) in ambulatory psychoneurotic patients. Am J Psychiatry. 1961 Oct;118:358-9. doi: 10.1176/ajp.118.4.358. PMID: 13883575.

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: DOBKIN AB, PURKIN N. The antisialogogue effect of phenothiazine derivatives: comparison of pecazine, perphenazine, fluphenazine, thiopropazate, pipamazine and triflupromazine. Br J Anaesth. 1960 Feb;32:57-9. doi: 10.1093/bja/32.2.57. PMID: 13817061.

6: SCHAUMANN W, KURBJUWEIT HG. [Modifications of various effects of thiopropazate by a central stimulant]. Arzneimittelforschung. 1961 Apr;11:343-50. German. PMID: 13747321.

7: 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.

8: Kazamatsuri H, Chien C, Cole JO. Treatment of tardive dyskinesia. II. Short- term efficacy of dopamine-blocking agents haloperidol and thiopropazate. Arch Gen Psychiatry. 1972 Jul;27(1):100-3. doi: 10.1001/archpsyc.1972.01750250086012. PMID: 4555826.

9: 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.

10: 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.