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Loxapine Hydrochloride

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Chemistry

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Also known as: Loxapine hcl, Loxitane c, Loxitane im, 54810-23-0, Loxapine (hydrochloride), 376myl4mal

Molecular Formula

C₁₈H₁₉Cl₂N₃O

Molecular Weight

364.3 g/mol

InChI Key

JSXBVMKACNEMKY-UHFFFAOYSA-N

FDA UNII

376MYL4MAL

An antipsychotic agent used in schizophrenia.

1 2D Structure

Loxapine Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

8-chloro-6-(4-methylpiperazin-1-yl)benzo[b][1,4]benzoxazepine;hydrochloride

2.1.2 InChI

InChI=1S/C18H18ClN3O.ClH/c1-21-8-10-22(11-9-21)18-14-12-13(19)6-7-16(14)23-17-5-3-2-4-15(17)20-18;/h2-7,12H,8-11H2,1H3;1H

2.1.3 InChI Key

JSXBVMKACNEMKY-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN1CCN(CC1)C2=NC3=CC=CC=C3OC4=C2C=C(C=C4)Cl.Cl

2.2 Other Identifiers

2.2.1 UNII

376MYL4MAL

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-chloro-11-(4-methyl-1-piperazinyl)-dibenz(b,f)(1,4)oxazepine

2. Cl 71,563

3. Cl-71,563

4. Cl71,563

5. Cloxazepine

6. Hydrochloride, Loxapine

7. Loxapine

8. Loxapine Monohydrochloride

9. Loxapine Succinate

10. Loxapinsuccinate

11. Loxipine Maleate

12. Loxipine Succinate

13. Loxitane

14. Maleate, Loxipine

15. Oxilapine

16. Succinate, Loxapine

2.3.2 Depositor-Supplied Synonyms

1. Loxapine Hcl

2. Loxitane C

3. Loxitane Im

4. 54810-23-0

5. Loxapine (hydrochloride)

6. 376myl4mal

7. Desconex (tn)

8. Loxapine Monohydrochloride

9. Unii-376myl4mal

10. 2-chloro-11-(4-methyl-1-piperazinyl)dibenz(b,f)(1,4)oxazepine Monohydrochloride

11. Schembl41625

12. Chembl1201060

13. Dtxsid70203304

14. Hy-17390b

15. Loxapine Hydrochloride [vandf]

16. Loxapine Hydrochloride [mart.]

17. Loxapine Hydrochloride [who-dd]

18. Dibenz(b,f)(1,4)oxazepine, 2-chloro-11-(4-methyl-1-piperazinyl)-, Monohydrochloride

19. Loxapine Hydrochloride [orange Book]

20. Cs-0031021

21. Ft-0670868

22. D08148

23. Q27256644

24. 8-chloro-6-(4-methylpiperazin-1-yl)benzo[b][1,4]benzoxazepine;hydrochloride

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₁₉Cl₂N₃O
Molecular Weight	364.3 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	1
Exact Mass	363.0905176 g/mol
Monoisotopic Mass	363.0905176 g/mol
Topological Polar Surface Area	28.1 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	450
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

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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