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(2S,6S)-9-chloro-4-methyl-13-oxa-4-azatetracyclo[12.4.0.0^{2,6}.0^{7,12}]octadeca-1(14),7(12),8,10,15,17-hexaene; Maleic Acid

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ACTIVE PHARMA INGREDIENTS

23 API Suppliers, 14 USDMF, 1 JDMF, 5 EU WC, 7 NDC API, 12 Listed Suppliers, $ API Reference Price

23 API Suppliers
14 USDMF
1 JDMF
5 EU WC
7 NDC API
12 Listed Suppliers
$ API Reference Price

DEVELOPMENTS

5 Drugs in Development

5 Drugs in Development

INTERMEDIATES

2 Intermediates Suppliers

2 Intermediates Suppliers

FINISHED DOSAGE FORMULATIONS

28 FDF Dossiers, 14 FDA Orange Book, 8 Europe, 2 Canada, 2 Australia, 2 Listed Dossiers

28 FDF Dossiers
14 FDA Orange Book
8 Europe
2 Canada
2 Australia
2 Listed Dossiers

DRUG PRODUCT COMPOSITIONS

TABLET;SUBLINGUAL - EQ 10MG BASE, TABLET;SUBLINGUAL - EQ 2.5MG BASE, TABLET;SUBLINGUAL - EQ 5MG BASE

drugProductComposition
TABLET;SUBLINGUAL - EQ 10MG BASE
TABLET;SUBLINGUAL - EQ 2.5MG BASE
TABLET;SUBLINGUAL - EQ 5MG BASE

RELATED EXCIPIENT COMPANIES

2 Rochem International Inc, 12 SPI Pharma, 4 DKSH, 1 Pharm-RX Chemical, 2 Faran Shimi Pharmaceutical, 1 Gangwal Healthcare, 1 Pfanstiehl, 4 ACG Worldwide, 1 BASF, 1 Bioplus Life Sciences, 2 Gangwal Chemicals, 1 Ingredion Pharma Solutions, 2 Kerry, 3 Lonza Capsugel, 2 Microlex e.U, 2 Pluviaendo, 1 Qualicaps, 3 Roquette, 1 Shanghai Shenmei Pharmaceutical Technology Co., Ltd, 1 Shijiazhuang Huaxu Pharmaceutical, 1 Sigachi Industries

EXCIPIENTS BY APPLICATIONS

21 Fillers, Diluents & Binders, 11 Taste Masking, 10 Chewable & Orodispersible Aids, 9 Direct Compression, 8 Empty Capsules, 5 Thickeners and Stabilizers, 4 Co-Processed Excipients, 4 Parenteral, 3 Disintegrants & Superdisintegrants, 3 Granulation, 1 API Stability Enhancers

excipientsByApplications
21 Fillers, Diluents & Binders
11 Taste Masking
10 Chewable & Orodispersible Aids
9 Direct Compression
8 Empty Capsules
5 Thickeners and Stabilizers
4 Co-Processed Excipients
4 Parenteral
3 Disintegrants & Superdisintegrants
3 Granulation
1 API Stability Enhancers

DIGITAL CONTENT

1 DATA COMPILATION #PharmaFlow, 15 NEWS #PharmaBuzz

media
1 DATA COMPILATION #PharmaFlow
15 NEWS #PharmaBuzz

GLOBAL SALES INFORMATION

3 US Medicaid Prescriptions, 6 Finished Drug Prices, 5 Annual Reports

globalSalesInformation
3 US Medicaid Prescriptions
6 Finished Drug Prices
5 Annual Reports

MARKET PLACE

8 APIs

marketPlace
8 APIs

PATENTS & EXCLUSIVITIES

39 US Patents, 4 Health Canada Patents

patents
39 US Patents
4 Health Canada Patents

Synopsis

ACTIVE PHARMA INGREDIENTS

API Suppliers

USDMF

CEP/COS

JDMF

EU WC

KDMF

NDC API

VMF

Listed Suppliers

API REF. PRICE (USD/KG)

$ 30,418

MARKET PLACE

API

FDF

2INTERMEDIATES

FINISHED DOSAGE FORMULATIONS

FDF Dossiers

FDA Orange Book

Europe

Canada

Australia

South Africa

Listed Dossiers

5DRUGS IN DEVELOPMENT

DRUG PRODUCT COMPOSITIONS

REF. STANDARDS OR IMPURITIES

EDQM

USP

Others

PATENTS & EXCLUSIVITIES

US Patents

US Exclusivities

Health Canada Patents

DIGITAL CONTENT

Data Compilation #PharmaFlow

Stock Recap #PipelineProspector

Weekly News Recap #Phispers

News #PharmaBuzz

GLOBAL SALES INFORMATION

US Medicaid (USD)

45,939,326

Annual Reports (USD Million)

597

Finished Drug Prices

48 RELATED EXCIPIENT COMPANIES

79EXCIPIENTS BY APPLICATIONS

Chemistry

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Also known as: Asenapine maleate, 85650-56-2, Asenapine (maleate), Sycrest, Asenapine maleate [usan], Org 5222

Molecular Formula

C₂₁H₂₀ClNO₅

Molecular Weight

401.8 g/mol

InChI Key

GMDCDXMAFMEDAG-CHHFXETESA-N

FDA UNII

CU9463U2E2

1 2D Structure

Asenapine Maleate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(Z)-but-2-enedioic acid;(2S,6S)-9-chloro-4-methyl-13-oxa-4-azatetracyclo[12.4.0.02,6.07,12]octadeca-1(18),7(12),8,10,14,16-hexaene

2.1.2 InChI

InChI=1S/C17H16ClNO.C4H4O4/c1-19-9-14-12-4-2-3-5-16(12)20-17-7-6-11(18)8-13(17)15(14)10-19;5-3(6)1-2-4(7)8/h2-8,14-15H,9-10H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t14-,15-;/m1./s1

2.1.3 InChI Key

GMDCDXMAFMEDAG-CHHFXETESA-N

2.1.4 Canonical SMILES

CN1CC2C(C1)C3=C(C=CC(=C3)Cl)OC4=CC=CC=C24.C(=CC(=O)O)C(=O)O

2.1.5 Isomeric SMILES

CN1C[C@H]2[C@H](C1)C3=C(C=CC(=C3)Cl)OC4=CC=CC=C24.C(=C\C(=O)O)\C(=O)O

2.2 Other Identifiers

2.2.1 UNII

CU9463U2E2

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 5-chloro-2,3,3a,12b-tetrahydro-2-methyl-1h-dibenz(2,3-6,7)oxepino(4,5-c)pyrrole

2. Asenapine

3. Asenapine Maleate

4. Org 5222

5. Org-5222

6. Secuado

7. Trans-5-chloro-2,3,3a,12b-tetrahydro-2-methyl-1h-dibenz(2,3:6,7)oxepino(4,5-c)pyrrole

2.3.2 Depositor-Supplied Synonyms

1. Asenapine Maleate

2. 85650-56-2

3. Asenapine (maleate)

4. Sycrest

5. Asenapine Maleate [usan]

6. Org 5222

7. Org-5222

8. Cu9463u2e2

9. (z)-but-2-enedioic Acid;(2s,6s)-9-chloro-4-methyl-13-oxa-4-azatetracyclo[12.4.0.02,6.07,12]octadeca-1(18),7(12),8,10,14,16-hexaene

10. 1h-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole, 5-chloro-2,3,3a,12b-tetrahydro-2-methyl-, Trans-, (z)-2-butenedioate (1:1)

11. Trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1h-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole Maleate

12. Asenapine (as Maleate)

13. (3ars,12brs)-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1h-dibenzo(2,3:6,7)oxepino(4,5-c)pyrrole (2z)-2-butenedioate (1:1)

14. 1h-dibenz(2,3:6,7)oxepino(4,5-c)pyrrole, 5-chloro-2,3,3a,12b-tetrahydro-2-methyl-, (3ar,12br)-rel-, (2z)-2-butenedioate (1:1)

15. Trans-5-chloro-2,3,3a,12b-tetrahydro-2-methyl-1h-dibenz(2,3:6,7)oxepino(4,5-c)pyrrole Maleate

16. Unii-cu9463u2e2

17. Einecs 288-064-8

18. Saphris (tn)

19. Org 5222 Maleate

20. Asenapine Maleate Solution

21. (s,s)-asenapine Maleate

22. Schembl175228

23. Asenapine Maleate [mi]

24. Asenapine Maleate (jan/usan)

25. Asenapine Maleate [jan]

26. Chebi:71248

27. Asenapine Maleate [mart.]

28. Dtxsid301017360

29. Hms3884e09

30. Asenapine Maleate [who-dd]

31. Asenapine Maleate [ema Epar]

32. Asenapine Maleate, >=98% (hplc)

33. Mfcd00900588

34. S1283

35. Akos015951084

36. Asenapine Maleate [orange Book]

37. Ccg-268667

38. Cs-0859

39. Mk-8274

40. Sch-900274

41. Ac-24116

42. Hy-11100

43. Sw219879-1

44. D02995

45. 650a562

46. Q27139467

47. 65576-45-6, 135883-08-8 (maleic Acid)

48. Asenapine Maleate 1.0 Mg/ml In Methanol (as Free Base)

49. (3as,12bs)-5-chloro-2,3,3a,12b-tetrahydro-2-methyl-1h-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole Maleate

50. 1h-dibenz(2,3:6,7)oxepino(4,5-c)pyrrole, 5-chloro-2,3,3a,12b-tetrahydro-2-methyl-,(3ar,12br)-rel-, (2z)-2-butenedioate (1:1)

51. Trans-5-chloro-2,3,3a,12b-tetrahydro-2-methyl-1h-dibenzo[2,3;6,7]-oxepino[4,5-c]pyrrole Maleate

52. Trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1h-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrolemaleate

2.4 Create Date

2006-07-28

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₂₀ClNO₅
Molecular Weight	401.8 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	2
Exact Mass	401.1030004 g/mol
Monoisotopic Mass	401.1030004 g/mol
Topological Polar Surface Area	87.1 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	482
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Saphris
PubMed Health	Asenapine (By mouth)
Drug Classes	Antipsychotic
Drug Label	SAPHRIS is a psychotropic agent that is available for sublingual administration. Asenapine belongs to the class dibenzo-oxepino pyrroles. The chemical designation is (3aRS,12bRS)-5-Chloro-2-methyl-2,3,3a,12b-tetrahydro-1Hdibenzo[2,3:6,7]oxepino[4,5-c...
Active Ingredient	Asenapine maleate
Dosage Form	Tablet
Route	Sublingual
Strength	eq 5mg base; eq 10mg base
Market Status	Prescription
Company	Forest Labs

2 of 2
Drug Name	Saphris
PubMed Health	Asenapine (By mouth)
Drug Classes	Antipsychotic
Drug Label	SAPHRIS is a psychotropic agent that is available for sublingual administration. Asenapine belongs to the class dibenzo-oxepino pyrroles. The chemical designation is (3aRS,12bRS)-5-Chloro-2-methyl-2,3,3a,12b-tetrahydro-1Hdibenzo[2,3:6,7]oxepino[4,5-c...
Active Ingredient	Asenapine maleate
Dosage Form	Tablet
Route	Sublingual
Strength	eq 5mg base; eq 10mg base
Market Status	Prescription
Company	Forest Labs

4.2 Drug Indication

Sycrest is indicated for the treatment of moderate to severe manic episodes associated with bipolar I disorder in adults.

Treatment of bipolar I disorder

5 Pharmacology and Biochemistry

5.1 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.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Atypical Antipsychotic [EPC]

5.3 ATC Code

N05AH05

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