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2D Structure
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

2D Structure

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 Weight 571.6 g/mol
Molecular Formula C28H33N3O8S
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count12
Rotatable Bond Count8
Exact Mass571.19883619 g/mol
Monoisotopic Mass571.19883619 g/mol
Topological Polar Surface Area184 Ų
Heavy Atom Count40
Formal Charge0
Complexity493
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
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.)