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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: 14516-56-4, Perazine maleate, Perazine maleate [jan], Perazine maleate (jan), 3vg1507988, (z)-but-2-enedioic acid;10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine

Molecular Formula

C₂₈H₃₃N₃O₈S

Molecular Weight

571.6 g/mol

InChI Key

PQDKNYWKLCFCJU-SPIKMXEPSA-N

FDA UNII

3VG1507988

A phenothiazine antipsychotic with actions and uses similar to those of CHLORPROMAZINE. Extrapyramidal symptoms may be more common than other side effects.

1 2D Structure

Perazine Maleate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(Z)-but-2-enedioic acid;10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine

2.1.2 InChI

InChI=1S/C20H25N3S.2C4H4O4/c1-21-13-15-22(16-14-21)11-6-12-23-17-7-2-4-9-19(17)24-20-10-5-3-8-18(20)23;2*5-3(6)1-2-4(7)8/h2-5,7-10H,6,11-16H2,1H3;2*1-2H,(H,5,6)(H,7,8)/b;2*2-1-

2.1.3 InChI Key

PQDKNYWKLCFCJU-SPIKMXEPSA-N

2.1.4 Canonical SMILES

CN1CCN(CC1)CCCN2C3=CC=CC=C3SC4=CC=CC=C42.C(=CC(=O)O)C(=O)O.C(=CC(=O)O)C(=O)O

2.1.5 Isomeric SMILES

CN1CCN(CC1)CCCN2C3=CC=CC=C3SC4=CC=CC=C24.C(=C\C(=O)O)\C(=O)O.C(=C\C(=O)O)\C(=O)O

2.2 Other Identifiers

2.2.1 UNII

3VG1507988

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Dihydrochloride, Perazine

2. Maleate, Perazine

3. Perazine

4. Perazine Dihydrochloride

5. Perazine Maleate

6. Perazine Maleate (1:1)

7. Perazine Maleate (1:2)

8. Pernazine

9. Taxilan

2.3.2 Depositor-Supplied Synonyms

1. 14516-56-4

2. Perazine Maleate

3. Perazine Maleate [jan]

4. Perazine Maleate (jan)

5. 3vg1507988

6. (z)-but-2-enedioic Acid;10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine

7. Unii-3vg1507988

8. Chebi:31979

9. Perazine Dimaleate [who-dd]

10. D01412

11. Q27258087

12. Perazine Dimaleate 1.0 Mg/ml In Dimethyl Sulfoxide (as Free Base)

13. 10h-phenothiazine, 10-(3-(4-methyl-1-piperazinyl)propyl)-, (z)-2-butenedioate (1:2)

14. Phenothiazine, 10-(3-(4-methyl-1-piperazinyl)propyl)-, Maleate (1:2)

2.4 Create Date

2005-10-11

3 Chemical and Physical Properties

Molecular Formula	C₂₈H₃₃N₃O₈S
Molecular Weight	571.6 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	8
Exact Mass	571.19883619 g/mol
Monoisotopic Mass	571.19883619 g/mol
Topological Polar Surface Area	184 Å²
Heavy Atom Count	40
Formal Charge	0
Complexity	493
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antipsychotic Agents

Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus. (See all compounds classified as Antipsychotic Agents.)

Dopamine Antagonists

Drugs that bind to but do not activate DOPAMINE RECEPTORS, thereby blocking the actions of dopamine or exogenous agonists. Many drugs used in the treatment of psychotic disorders (ANTIPSYCHOTIC AGENTS) are dopamine antagonists, although their therapeutic effects may be due to long-term adjustments of the brain rather than to the acute effects of blocking dopamine receptors. Dopamine antagonists have been used for several other clinical purposes including as ANTIEMETICS, in the treatment of Tourette syndrome, and for hiccup. Dopamine receptor blockade is associated with NEUROLEPTIC MALIGNANT SYNDROME. (See all compounds classified as Dopamine Antagonists.)

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