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Chemistry

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Also known as: Dexmethylphenidate hcl, Focalin, D-threo-methylphenidate hydrochloride, 19262-68-1, Focalin xr, 23655-65-4
Molecular Formula
C14H20ClNO2
Molecular Weight
269.77  g/mol
InChI Key
JUMYIBMBTDDLNG-OJERSXHUSA-N
FDA UNII
1678OK0E08

Dexmethylphenidate
A methylphenidate derivative, DOPAMINE UPTAKE INHIBITOR and CENTRAL NERVOUS SYSTEM STIMULANT that is used in the treatment of ATTENTION DEFICIT HYPERACTIVITY DISORDER.
1 2D Structure

Dexmethylphenidate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
methyl (2R)-2-phenyl-2-[(2R)-piperidin-2-yl]acetate;hydrochloride
2.1.2 InChI
InChI=1S/C14H19NO2.ClH/c1-17-14(16)13(11-7-3-2-4-8-11)12-9-5-6-10-15-12;/h2-4,7-8,12-13,15H,5-6,9-10H2,1H3;1H/t12-,13-;/m1./s1
2.1.3 InChI Key
JUMYIBMBTDDLNG-OJERSXHUSA-N
2.1.4 Canonical SMILES
COC(=O)C(C1CCCCN1)C2=CC=CC=C2.Cl
2.1.5 Isomeric SMILES
COC(=O)[C@@H]([C@H]1CCCCN1)C2=CC=CC=C2.Cl
2.2 Other Identifiers
2.2.1 UNII
1678OK0E08
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Dexmethylphenidate

2. Focalin

3. Focalin Xr

4. Hydrochloride, Dexmethylphenidate

5. Xr, Focalin

2.3.2 Depositor-Supplied Synonyms

1. Dexmethylphenidate Hcl

2. Focalin

3. D-threo-methylphenidate Hydrochloride

4. 19262-68-1

5. Focalin Xr

6. 23655-65-4

7. Metadate Cd

8. Metadate Er

9. Equasym Xl

10. Dexmethylphenidate Hydrochloride [usan]

11. Ritalin

12. 4b3sc438hi

13. Dex-methylphenidate Hydrochloride

14. Methyl (2r)-2-phenyl-2-[(2r)-piperidin-2-yl]acetate;hydrochloride

15. 1678ok0e08

16. Methylphenidate D-threo-form Hydrochloride

17. Methyl (2r)-phenyl((2r)-piperidin-2-yl)acetate Hydrochloride

18. 19262-68-1 (hcl)

19. Methyl (2r)-2-phenyl-2-[(2r)-piperidin-1-ium-2-yl]acetate;chloride

20. Quillichew

21. Quillivant

22. Aptensio

23. Foquest

24. Oros Mph

25. Aptensio Xr

26. Methylin Er

27. Ritalin La

28. Ritalin Sr

29. Chembl904

30. (r)-methyl 2-phenyl-2-((r)-piperidin-2-yl)acetate Hydrochloride

31. Daytrana

32. Dexmethylphenidate Hydrochloride (usan)

33. Spd544

34. Spd-544

35. Dl-threo-methylphenidate Hcl

36. Biphentin

37. Equasym

38. Methypatch

39. Metadate Mr

40. Unii-1678ok0e08

41. Equasym Ir

42. Ritalin Qd

43. Focalin (tn)

44. Dl-threo-methylphenidate Hydrochloride

45. Adhansia Xr

46. Jornay Pm

47. Methyl .alpha.-phenyl-2-piperidineacetate Hydrochloride

48. Unii-4b3sc438hi

49. Nwp-06

50. Dtxsid50940927

51. D-threo Methylphenidate Hydrochloride

52. Akos027321667

53. Rac-threo-methylphenidate Hydrochloride

54. 2-piperidineacetic Acid, Alpha-phenyl-, Methyl Ester, Hydrochloride, (alphar,2r)-

55. 2-piperidineacetic Acid, Alpha-phenyl-, Methyl Ester, Hydrochloride, (r*,r*)- (+-)-

56. 2-piperidineacetic Acid, Alpha-phenyl-, Methyl Ester, Hydrochloride, (r-(r*,r*))-

57. Methylphenidate Hydrochloride [mi]

58. (+/-)-threo-methylphenidate Hydrochloride

59. Methylphenidate Hydrochloride [jan]

60. Methylphenidate Hydrochloride [mart.]

61. Methylphenidate Hydrochloride [vandf]

62. Methylphenidate Hydrochloride [who-dd]

63. D03721

64. Dexmethylphenidate Hydrochloride [mart.]

65. Dexmethylphenidate Hydrochloride [vandf]

66. Dexmethylphenidate Hydrochloride [who-dd]

67. Methylphenidate Hydrochloride [orange Book]

68. Methylphenidate Hydrochloride Cii [usp-rs]

69. Methylphenidate Hydrochloride [ep Monograph]

70. Methylphenidate Hydrochloride [usp Monograph]

71. Dexmethylphenidate Hydrochloride [orange Book]

72. Methylphenidate D-threo-form Hydrochloride [mi]

73. Q47487562

74. Azstarys Component Dexmethylphenidate Hydrochloride

75. Dexmethylphenidate Hydrochloride Component Of Azstarys

76. Methyl Phenyl(piperidin-2-yl)acetate--hydrogen Chloride (1/1)

77. Methylphenidate Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

78. 2-piperidineacetic Acid, .alpha.-phenyl-, Methyl Ester, Hydrochloride, (r*,r*)-(+/-)-

79. 2-piperidineacetic Acid, .alpha.-phenyl-, Methyl Ester, Hydrochloride,(.alpha.r,2r)-

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 269.77 g/mol
Molecular Formula C14H20ClNO2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Exact Mass269.1182566 g/mol
Monoisotopic Mass269.1182566 g/mol
Topological Polar Surface Area38.3 Ų
Heavy Atom Count18
Formal Charge0
Complexity249
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 6  
Drug NameDexmethylphenidate hydrochloride
Drug LabelFocalin (dexmethylphenidate hydrochloride) is the d-threo-enantiomer of racemic methylphenidate hydrochloride, which is a 50/50 mixture of the d-threo and l-threo-enantiomers. Focalin is a central nervous system (CNS) stimulant, available in 3 tabl...
Active IngredientDexmethylphenidate hydrochloride
Dosage FormTablet; Capsule, extended release
Routeoral; Oral
Strength2.5mg; 5mg; 25mg; 30mg; 10mg; 15mg; 40mg; 20mg
Market StatusTentative Approval; Prescription
CompanyWatson Labs; Mylan Pharms; Teva Pharms; Intellipharmaceutics; Teva Pharms Usa

2 of 6  
Drug NameFocalin
PubMed HealthDexmethylphenidate (By mouth)
Drug ClassesCNS Stimulant
Drug LabelFocalin (dexmethylphenidate hydrochloride) is the d-threo-enantiomer of racemic methylphenidate hydrochloride, which is a 50/50 mixture of the d-threo and l-threo-enantiomers. Focalin is a central nervous system (CNS) stimulant, available in 3 tabl...
Active IngredientDexmethylphenidate hydrochloride
Dosage FormTablet
RouteOral
Strength2.5mg; 5mg; 10mg
Market StatusPrescription
CompanyNovartis

3 of 6  
Drug NameFocalin xr
PubMed HealthDexmethylphenidate (By mouth)
Drug ClassesCNS Stimulant
Drug LabelFocalin XR is an extended-release formulation of dexmethylphenidate with a bi-modal release profile. Focalin XR uses the proprietary SODAS (Spheroidal Oral Drug Absorption System) technology. Each bead-filled Focalin XR capsule contains half the dose...
Active IngredientDexmethylphenidate hydrochloride
Dosage FormCapsule, extended release
RouteOral
Strength25mg; 30mg; 15mg; 5mg; 10mg; 40mg; 20mg; 35mg
Market StatusPrescription
CompanyNovartis

4 of 6  
Drug NameDexmethylphenidate hydrochloride
Drug LabelFocalin (dexmethylphenidate hydrochloride) is the d-threo-enantiomer of racemic methylphenidate hydrochloride, which is a 50/50 mixture of the d-threo and l-threo-enantiomers. Focalin is a central nervous system (CNS) stimulant, available in 3 tabl...
Active IngredientDexmethylphenidate hydrochloride
Dosage FormTablet; Capsule, extended release
Routeoral; Oral
Strength2.5mg; 5mg; 25mg; 30mg; 10mg; 15mg; 40mg; 20mg
Market StatusTentative Approval; Prescription
CompanyWatson Labs; Mylan Pharms; Teva Pharms; Intellipharmaceutics; Teva Pharms Usa

5 of 6  
Drug NameFocalin
PubMed HealthDexmethylphenidate (By mouth)
Drug ClassesCNS Stimulant
Drug LabelFocalin (dexmethylphenidate hydrochloride) is the d-threo-enantiomer of racemic methylphenidate hydrochloride, which is a 50/50 mixture of the d-threo and l-threo-enantiomers. Focalin is a central nervous system (CNS) stimulant, available in 3 tabl...
Active IngredientDexmethylphenidate hydrochloride
Dosage FormTablet
RouteOral
Strength2.5mg; 5mg; 10mg
Market StatusPrescription
CompanyNovartis

6 of 6  
Drug NameFocalin xr
PubMed HealthDexmethylphenidate (By mouth)
Drug ClassesCNS Stimulant
Drug LabelFocalin XR is an extended-release formulation of dexmethylphenidate with a bi-modal release profile. Focalin XR uses the proprietary SODAS (Spheroidal Oral Drug Absorption System) technology. Each bead-filled Focalin XR capsule contains half the dose...
Active IngredientDexmethylphenidate hydrochloride
Dosage FormCapsule, extended release
RouteOral
Strength25mg; 30mg; 15mg; 5mg; 10mg; 40mg; 20mg; 35mg
Market StatusPrescription
CompanyNovartis

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Dopamine Uptake Inhibitors

Drugs that block the transport of DOPAMINE into axon terminals or into storage vesicles within terminals. Most of the ADRENERGIC UPTAKE INHIBITORS also inhibit dopamine uptake. (See all compounds classified as Dopamine Uptake Inhibitors.)


Central Nervous System Stimulants

A loosely defined group of drugs that tend to increase behavioral alertness, agitation, or excitation. They work by a variety of mechanisms, but usually not by direct excitation of neurons. The many drugs that have such actions as side effects to their main therapeutic use are not included here. (See all compounds classified as Central Nervous System Stimulants.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Central Nervous System Stimulation [PE]; Central Nervous System Stimulant [EPC]

Drugs in Development

read-more
read-more

Details:

A generic version of Dexmethylphenidate HCl (Dopamine/Norepinephrine reuptake inhibitor) extended-release capsules have been approved for the treatment of attention-deficit hyperactivity disorder.


Lead Product(s): Dexmethylphenidate

Therapeutic Area: Psychiatry/Psychology Brand Name: Focalin-Generic

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable September 11, 2020

Granules India

01

Lead Product(s) : Dexmethylphenidate

Therapeutic Area : Psychiatry/Psychology

Highest Development Status : Approved

Partner/Sponsor/Collaborator : Not Applicable

Deal Size : Not Applicable

Deal Type : Not Applicable

Details : A generic version of Dexmethylphenidate HCl (Dopamine/Norepinephrine reuptake inhibitor) extended-release capsules have been approved for the treatment of attention-deficit hyperactivity disorder.

Brand Name : Focalin-Generic

Molecule Type : Small molecule

Upfront Cash : Not Applicable

September 11, 2020

Granules India

Details:

CTx-1301 (dexmethylphenidate), a novel, investigational treatment being developed as a true, once-daily stimulant medication for attention deficit hyperactivity disorder.


Lead Product(s): Dexmethylphenidate

Therapeutic Area: Psychiatry/Psychology Brand Name: CTx-1301

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable September 12, 2024

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02

SupplySide West 2024
Not Confirmed
SupplySide West 2024
Not Confirmed

Details : CTx-1301 (dexmethylphenidate), a novel, investigational treatment being developed as a true, once-daily stimulant medication for attention deficit hyperactivity disorder.

Brand Name : CTx-1301

Molecule Type : Small molecule

Upfront Cash : Not Applicable

September 12, 2024

blank

Details:

CTx-1301 (dexmethylphenidate), a novel, investigational treatment being developed as a true, once-daily stimulant medication for attention deficit hyperactivity disorder.


Lead Product(s): Dexmethylphenidate

Therapeutic Area: Psychiatry/Psychology Brand Name: CTx-1301

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable June 25, 2024

blank

03

SupplySide West 2024
Not Confirmed
SupplySide West 2024
Not Confirmed

Details : CTx-1301 (dexmethylphenidate), a novel, investigational treatment being developed as a true, once-daily stimulant medication for attention deficit hyperactivity disorder.

Brand Name : CTx-1301

Molecule Type : Small molecule

Upfront Cash : Not Applicable

June 25, 2024

blank

Details:

CTx-1301 (dexmethylphenidate), a novel, investigational treatment being developed as a true, once-daily stimulant medication for ADHD in patients aged 6 years and above.


Lead Product(s): Dexmethylphenidate

Therapeutic Area: Psychiatry/Psychology Brand Name: CTx-1301

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable May 21, 2024

blank

04

SupplySide West 2024
Not Confirmed
SupplySide West 2024
Not Confirmed

Details : CTx-1301 (dexmethylphenidate), a novel, investigational treatment being developed as a true, once-daily stimulant medication for ADHD in patients aged 6 years and above.

Brand Name : CTx-1301

Molecule Type : Small molecule

Upfront Cash : Not Applicable

May 21, 2024

blank

Details:

The company will use proceeds for research, development, and commercialization of CTx-1301 (dexmethylphenidate), a once-daily stimulant for ADHD.


Lead Product(s): Dexmethylphenidate

Therapeutic Area: Psychiatry/Psychology Brand Name: CTx-1301

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: H.C. Wainwright & Co.

Deal Size: $7.5 million Upfront Cash: Undisclosed

Deal Type: Public Offering February 06, 2024

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05

SupplySide West 2024
Not Confirmed
SupplySide West 2024
Not Confirmed

Details : The company will use proceeds for research, development, and commercialization of CTx-1301 (dexmethylphenidate), a once-daily stimulant for ADHD.

Brand Name : CTx-1301

Molecule Type : Small molecule

Upfront Cash : Undisclosed

February 06, 2024

blank

Details:

The company will use proceeds for research, development, and commercialization of CTx-1301 (dexmethylphenidate), a once-daily stimulant for ADHD.


Lead Product(s): Dexmethylphenidate

Therapeutic Area: Psychiatry/Psychology Brand Name: CTx-1301

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: H.C. Wainwright & Co.

Deal Size: $7.5 million Upfront Cash: Undisclosed

Deal Type: Public Offering February 02, 2024

blank

06

SupplySide West 2024
Not Confirmed
SupplySide West 2024
Not Confirmed

Details : The company will use proceeds for research, development, and commercialization of CTx-1301 (dexmethylphenidate), a once-daily stimulant for ADHD.

Brand Name : CTx-1301

Molecule Type : Small molecule

Upfront Cash : Undisclosed

February 02, 2024

blank

Details:

The Company intends to use the proceeds for continued research and development and commercialization activities of its lead candidate CTx-1301, a novel, trimodal formulation of dexmethylphenidate to treat ADHD.


Lead Product(s): Dexmethylphenidate

Therapeutic Area: Psychiatry/Psychology Brand Name: CTx-1301

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: H.C. Wainwright & Co.

Deal Size: $4.0 million Upfront Cash: Undisclosed

Deal Type: Public Offering September 13, 2023

blank

07

SupplySide West 2024
Not Confirmed
SupplySide West 2024
Not Confirmed

Details : The Company intends to use the proceeds for continued research and development and commercialization activities of its lead candidate CTx-1301, a novel, trimodal formulation of dexmethylphenidate to treat ADHD.

Brand Name : CTx-1301

Molecule Type : Small molecule

Upfront Cash : Undisclosed

September 13, 2023

blank

Details:

The proceeds will fund for continued R&D and commercialization activities of company's lead candidate CTx-1301 (dexmethylphenidate), a novel, investigational treatment being developed as a once-daily stimulant medication for attention-deficit/hyperactivity disorder.


Lead Product(s): Dexmethylphenidate

Therapeutic Area: Psychiatry/Psychology Brand Name: CTx-1301

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: H.C. Wainwright & Co.

Deal Size: $4.0 million Upfront Cash: Undisclosed

Deal Type: Public Offering September 11, 2023

blank

08

SupplySide West 2024
Not Confirmed
SupplySide West 2024
Not Confirmed

Details : The proceeds will fund for continued R&D and commercialization activities of company's lead candidate CTx-1301 (dexmethylphenidate), a novel, investigational treatment being developed as a once-daily stimulant medication for attention-deficit/hyperactivi...

Brand Name : CTx-1301

Molecule Type : Small molecule

Upfront Cash : Undisclosed

September 11, 2023

blank

Details:

CTx-1301 (dexmethylphenidate) is a sustained release and immediate-release tablet part of the stimulant class of medicines and increases norepinephrine and dopamine activity in the brain to affect attention and behavior. It is being developed for ADHD.


Lead Product(s): Dexmethylphenidate

Therapeutic Area: Psychiatry/Psychology Brand Name: CTx-1301

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Dr. Vince Clinical Research

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable September 06, 2023

blank

09

SupplySide West 2024
Not Confirmed
SupplySide West 2024
Not Confirmed

Details : CTx-1301 (dexmethylphenidate) is a sustained release and immediate-release tablet part of the stimulant class of medicines and increases norepinephrine and dopamine activity in the brain to affect attention and behavior. It is being developed for ADHD.

Brand Name : CTx-1301

Molecule Type : Small molecule

Upfront Cash : Not Applicable

September 06, 2023

blank

Details:

CTx-1301 (dexmethylphenidate) is a sustained release and immediate-release tablet part of the stimulant class of medicines and increases norepinephrine and dopamine activity in the brain to affect attention and behavior. It is being developed for ADHD.


Lead Product(s): Dexmethylphenidate

Therapeutic Area: Psychiatry/Psychology Brand Name: CTx-1301

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable June 29, 2023

blank

10

SupplySide West 2024
Not Confirmed
SupplySide West 2024
Not Confirmed

Details : CTx-1301 (dexmethylphenidate) is a sustained release and immediate-release tablet part of the stimulant class of medicines and increases norepinephrine and dopamine activity in the brain to affect attention and behavior. It is being developed for ADHD.

Brand Name : CTx-1301

Molecule Type : Small molecule

Upfront Cash : Not Applicable

June 29, 2023

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DOSAGE - TABLET;ORAL - 10MG

USFDA APPLICATION NUMBER - 21278

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