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Thioproperazine

Thioproperazine structure

Thioproperazine 

structure
  • CAS No:

    316-81-4

  • Formula:

    C22H30N4O2S2

  • Chemical Name:

    Thioproperazine

  • Synonyms:

    10H-Phenothiazine-2-sulfonamide,N,N-dimethyl-10-[3-(4-methyl-1-piperazinyl)propyl]-;Phenothiazine-2-sulfonamide,N,N-dimethyl-10-[3-(4-methyl-1-piperazinyl)propyl]-;N,N-Dimethyl-10-[3-(4-methyl-1-piperazinyl)propyl]-10H-phenothiazine-2-sulfonamide;RP 7843;N,N-Dimethyl-10-[3-(4-methyl-1-piperazinyl)propyl]-2-phenothiazinesulfonamide;Thioproperazine;Thioperazine;Tioproperazin;7843RP;SKF 5883;Sulfenazin;Cephalmin

Description

ChEBI: A phenothiazine derivative in which the phenothiazine tricycle has a dimethylaminosulfonyl substituent at the 2-position and a 3-(4-methylpiperazin-1-yl)propyl group at N-10.


Solid


Thioproperazine is a phenothiazine derivative in which the phenothiazine tricycle has a dimethylaminosulfonyl substituent at the 2-position and a 3-(4-methylpiperazin-1-yl)propyl group at N-10. It has a role as a phenothiazine antipsychotic drug. It is a member of phenothiazines, a N-alkylpiperazine, a N-methylpiperazine and a sulfonamide.|Thioproperazine is a potent neuroleptic with antipsychotic properties. Thioproperazine has a marked cataleptic and antiapomorphine activity associated with relatively slight sedative, hypothermic and spasmolytic effects. It is virtually without antiserotonin and hypotensive action and has no antihistaminic property. It is used for the treatment of all types of acute and chronic schizophrenia, including those which did not respond to the usual neuroleptics; manic syndromes.

Thioproperazine Basic Attributes

446.628

446.63

206-262-4

YJ050AQ56X

DTXSID1023655

N - Nervous system

2935009090

Characteristics

80.8

3.7

Solid

1.237g/cm3

140 °C

612.2°C at 760 mmHg

324ºC

1.615

5.69e-02 g/L

LD50 oral in mouse: 830mg/kg

Toxicity

Overdosage may result in severe extrapyramidal symptoms with dysphagia, marked sialorrhea, persistent and rapidly increasing hyperthermia, pulmonary syndrome, state of shock with pallor and profuse sweating, which may be followed by collapse and coma. LD50 in mice is 70 mg/kg I.V., 120 mg/kg I.P., 500 mg/kg S.C. and 830 mg/kg P.O.

Drug Information

For the treatment of all types of acute and chronic schizophrenia, including those which did not respond to the usual neuroleptics; manic syndromes.

Thioproperazine is a potent neuroleptic with antipsychotic properties. Thioproperazine has a marked cataleptic and antiapomorphine activity associated with relatively slight sedative, hypothermic and spasmolytic effects. It is virtually without antiserotonin and hypotensive action and has no antihistaminic property.

Thioproperazine acts as an antagonist (blocking agent) on different postsysnaptic receptors -on dopaminergic-receptors (subtypes D1, D2, D3 and D4 - different antipsychotic properties on productive and unproductive symptoms), on serotonergic-receptors (5-HT1 and 5-HT2, with anxiolytic, antidepressive and antiaggressive properties as well as an attenuation of extrapypramidal side-effects, but also leading to weight gain, fall in blood pressure, sedation and ejaculation difficulties), on histaminergic-receptors (H1-receptors, sedation, antiemesis, vertigo, fall in blood pressure and weight gain), alpha1/alpha2-receptors (antisympathomimetic properties, lowering of blood pressure, reflex tachycardia, vertigo, sedation, hypersalivation and incontinence as well as sexual dysfunction, but may also attenuate pseudoparkinsonism - controversial) and finally on muscarinic (cholinergic) M1/M2-receptors (causing anticholinergic symptoms like dry mouth, blurred vision, obstipation, difficulty/inability to urinate, sinus tachycardia, ECG-changes and loss of memory, but the anticholinergic action may attenuate extrapyramidal side-effects).

Majeptil

Thioproperazine Use and Manufacturing

Pharmaceuticals

Computed Properties

Molecular Weight:446.6
XLogP3:3.7
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:6
Exact Mass:446.18101856
Monoisotopic Mass:446.18101856
Topological Polar Surface Area:80.8
Heavy Atom Count:30
Complexity:661
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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