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Chemistry

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Also known as: 10405-02-4, Sanctura, Spasmex, Relaspium, Spasmo-lyt, Uraplex
Molecular Formula
C25H30ClNO3
Molecular Weight
428.0  g/mol
InChI Key
RVCSYOQWLPPAOA-DHWZJIOFSA-M
FDA UNII
1E6682427E

Trospium Chloride
1 2D Structure

Trospium Chloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(1R,5S)-spiro[8-azoniabicyclo[3.2.1]octane-8,1'-azolidin-1-ium]-3-yl] 2-hydroxy-2,2-diphenylacetate;chloride
2.1.2 InChI
InChI=1S/C25H30NO3.ClH/c27-24(25(28,19-9-3-1-4-10-19)20-11-5-2-6-12-20)29-23-17-21-13-14-22(18-23)26(21)15-7-8-16-26;/h1-6,9-12,21-23,28H,7-8,13-18H2;1H/q+1;/p-1/t21-,22+,23?;
2.1.3 InChI Key
RVCSYOQWLPPAOA-DHWZJIOFSA-M
2.1.4 Canonical SMILES
C1CC[N+]2(C1)C3CCC2CC(C3)OC(=O)C(C4=CC=CC=C4)(C5=CC=CC=C5)O.[Cl-]
2.1.5 Isomeric SMILES
C1CC[N+]2(C1)[C@@H]3CC[C@H]2CC(C3)OC(=O)C(C4=CC=CC=C4)(C5=CC=CC=C5)O.[Cl-]
2.2 Other Identifiers
2.2.1 UNII
1E6682427E
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Azoniaspiro Compound Xvii

2. Azoniaspiro(3 Alpha-benziloyloxynortropane-8,1'- Pyrrolidine) Chloride

3. Ceris

4. Spasmex

5. Spasmo-lyt

6. Spasmo-rhoival Tc

7. Spasmo-urgenin

8. Spasmo-urgenin Tc

9. Spasmolyt

10. Trospi

11. Uraplex

12. Uraton

2.3.2 Depositor-Supplied Synonyms

1. 10405-02-4

2. Sanctura

3. Spasmex

4. Relaspium

5. Spasmo-lyt

6. Uraplex

7. Sanctura Xr

8. Regurin

9. Santura

10. Trospium Cl

11. Trospii Chloridum

12. Cloruro De Trospio

13. Spasmo 3

14. Chlorure De Trospium

15. Trospium (chloride)

16. Ip631

17. Spasmoplex

18. Ip-631

19. Trospium Chloride (sanctura)

20. 1e6682427e

21. Dsstox_cid_3724

22. Dsstox_rid_77166

23. Dsstox_gsid_23724

24. Keptan

25. Azoniaspiro Compound Xvii

26. Flotros

27. As Xvii

28. Rel-(1r,3r,5s)-3-(2-hydroxy-2,2-diphenylacetoxy)spiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-1'-ium Chloride

29. Cas-10405-02-4

30. Ncgc00167438-01

31. Ncgc00167438-02

32. Trospiumchlorid

33. Spasmed

34. Trofame

35. Trospikan

36. Trosec

37. Regurin Xl

38. Trospii Chloridum [inn-latin]

39. Cloruro De Trospio [inn-spanish]

40. Unii-1e6682427e

41. Chlorure De Trospium [inn-french]

42. [(1s,5r)-spiro[8-azoniabicyclo[3.2.1]octane-8,1'-azolidin-1-ium]-3-yl] 2-hydroxy-2,2-diphenylacetate;chloride

43. Einecs 233-875-4

44. Trospium Chloride [usan:usp:inn:ban:jan]

45. Schembl25785

46. Trospium Chloride [mi]

47. Trospium Chloride [inn]

48. Trospium Chloride [jan]

49. Chembl3084748

50. Schembl13836646

51. Trospium Chloride [usan]

52. Chebi:32270

53. Trospium Chloride [mart.]

54. Hms3656c16

55. Hms3884h08

56. Trospium Chloride [usp-rs]

57. Trospium Chloride [who-dd]

58. Bcp23426

59. Hy-b0461

60. Tox21_112442

61. 8-alpha-benziloyloxy-6,10-ethano-5-azoniaspiro(4.5)decane Chloride

62. Azoniaspiro(3-alpha-benziloyloxy-nortropan-8,1'-pyrrolidine)-chloride

63. Bdbm50540489

64. Mfcd00865254

65. S2549

66. Akos015833209

67. Tox21_112442_1

68. Ac-4235

69. Ccg-268976

70. Trospium Chloride [orange Book]

71. Trospium Chloride [ep Monograph]

72. Trospium Chloride [usp Monograph]

73. Bcp0726000291

74. Sw219146-1

75. T3305

76. I11574

77. A800884

78. W-108827

79. Q27252312

80. 3alpha-hydroxyspiro(1alphah,5alphah-nortropane-8,1'-pyrrolidinium) Chloride Benzilate

81. (1s,3r,5r)-3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-8lambda(5)-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium Chloride

82. [(1s,5r)-spiro[8-azoniabicyclo[3.2.1]octane-8,1'-azolidin-1-ium]-3-yl] 2-oxidanyl-2,2-diphenyl-ethanoate Chloride

83. 2-hydroxy-2,2-diphenylacetic Acid [(1s,5r)-3-spiro[8-azoniabicyclo[3.2.1]octane-8,1'-azolidin-1-ium]yl] Ester Chloride

84. 3.alpha.-hydroxy-spiro(1.alpha.h,5.alpha.h-nortropane-8,1'-pyrrolidinium) Chloride Benzilate

85. Rel-(1r,3r,5s)-3-(2-hydroxy-2,2-diphenylacetoxy)spiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-1'-iumchloride

86. Spiro (8-azoniabicyclo(3.2.1)octane-8,1'-pyrrolidinium), 3-((hydroxydiphenylacetyl)oxy)-, Chloride, (1alpha, 3beta, 5alpha)

87. Spiro(1-alpha-h,5-alpha-h-nortropane-8,1'-pyrrolidinium), 3-alpha-hydroxy-, Chloride, Benzilate

88. Spiro(8-azoniabicyclo(3.2.1)octane-8,1'-pyrrolidinium), 3-((hydroxydiphenylacetyl)oxy)-, Chloride, (1.alpha., 3.beta., 5.alpha.)

89. Spiro(8-azoniabicyclo(3.2.1)octane-8,1'-pyrrolidinium, 3-((hydroxydiphenylacetyl)oxy)-, Chloride, (1alpha,3beta,5alpha)-

2.4 Create Date
2005-11-20
3 Chemical and Physical Properties
Molecular Weight 428.0 g/mol
Molecular Formula C25H30ClNO3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass427.1914215 g/mol
Monoisotopic Mass427.1914215 g/mol
Topological Polar Surface Area46.5 Ų
Heavy Atom Count30
Formal Charge0
Complexity553
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 NameSanctura
Drug LabelSANCTURA XR is an extended-release formulation of trospium chloride, a quaternary ammonium compound with the chemical name of Spiro [8-azoniabicyclo[3.2.1]octane-8,1'-pyrrolidinium], 3-[(hydroxydiphenylacetyl)oxy]-, chloride, (1, 3, 5). The e...
Active IngredientTrospium chloride
Dosage FormTablet
RouteOral
Strength20mg
Market StatusPrescription
CompanyAllergan

2 of 6  
Drug NameSanctura xr
Drug LabelSANCTURA XR is an extended-release formulation of trospium chloride, a quaternary ammonium compound with the chemical name of Spiro [8-azoniabicyclo[3.2.1]octane-8,1'-pyrrolidinium], 3-[(hydroxydiphenylacetyl)oxy]-, chloride, (1, 3, 5). The e...
Active IngredientTrospium chloride
Dosage FormCapsule, extended release
RouteOral
Strength60mg
Market StatusPrescription
CompanyAllergan

3 of 6  
Drug NameTrospium chloride
PubMed HealthTrospium (By mouth)
Drug ClassesUrinary Antispasmodic
Drug LabelTrospium Chloride Extended-Release Capsules are an extended-release formulation of trospium chloride, a quaternary ammonium compound with the chemical name of Spiro [8-azoniabicyclo[3.2.1]octane-8,1'-pyrrolidinium], 3-[(hydroxydiphenylacetyl)oxy]-, c
Active IngredientTrospium chloride
Dosage FormTablet; Capsule, extended release
RouteOral
Strength60mg; 20mg
Market StatusPrescription
CompanyActavis Labs Fl; Apotex; Glenmark Generics; Paddock

4 of 6  
Drug NameSanctura
Drug LabelSANCTURA XR is an extended-release formulation of trospium chloride, a quaternary ammonium compound with the chemical name of Spiro [8-azoniabicyclo[3.2.1]octane-8,1'-pyrrolidinium], 3-[(hydroxydiphenylacetyl)oxy]-, chloride, (1, 3, 5). The e...
Active IngredientTrospium chloride
Dosage FormTablet
RouteOral
Strength20mg
Market StatusPrescription
CompanyAllergan

5 of 6  
Drug NameSanctura xr
Drug LabelSANCTURA XR is an extended-release formulation of trospium chloride, a quaternary ammonium compound with the chemical name of Spiro [8-azoniabicyclo[3.2.1]octane-8,1'-pyrrolidinium], 3-[(hydroxydiphenylacetyl)oxy]-, chloride, (1, 3, 5). The e...
Active IngredientTrospium chloride
Dosage FormCapsule, extended release
RouteOral
Strength60mg
Market StatusPrescription
CompanyAllergan

6 of 6  
Drug NameTrospium chloride
PubMed HealthTrospium (By mouth)
Drug ClassesUrinary Antispasmodic
Drug LabelTrospium Chloride Extended-Release Capsules are an extended-release formulation of trospium chloride, a quaternary ammonium compound with the chemical name of Spiro [8-azoniabicyclo[3.2.1]octane-8,1'-pyrrolidinium], 3-[(hydroxydiphenylacetyl)oxy]-, c
Active IngredientTrospium chloride
Dosage FormTablet; Capsule, extended release
RouteOral
Strength60mg; 20mg
Market StatusPrescription
CompanyActavis Labs Fl; Apotex; Glenmark Generics; Paddock

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Muscarinic Antagonists

Drugs that bind to but do not activate MUSCARINIC RECEPTORS, thereby blocking the actions of endogenous ACETYLCHOLINE or exogenous agonists. Muscarinic antagonists have widespread effects including actions on the iris and ciliary muscle of the eye, the heart and blood vessels, secretions of the respiratory tract, GI system, and salivary glands, GI motility, urinary bladder tone, and the central nervous system. (See all compounds classified as Muscarinic Antagonists.)


Urological Agents

Drugs used in the treatment of urological conditions and diseases such as URINARY INCONTINENCE and URINARY TRACT INFECTIONS. (See all compounds classified as Urological Agents.)


Parasympatholytics

Agents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS. (See all compounds classified as Parasympatholytics.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Cholinergic Muscarinic Antagonists [MoA]; Cholinergic Muscarinic Antagonist [EPC]

API Reference Price

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ROAD,","city":"MUMBAI,MAHARASHTRA","supplier":"PROCOS","supplierCountry":"ITALY","foreign_port":"N\/A","customer":"LUPIN LTD","customerCountry":"INDIA","quantity":"50.00","actualQuantity":"50","unit":"KGS","unitRateFc":"1000","totalValueFC":"50553.1","currency":"USD","unitRateINR":"84150","date":"06-Oct-2023","totalValueINR":"4207500","totalValueInUsd":"50553.1","indian_port":"Indore-EPZ\/SEZ","hs_no":"29396290","bill_no":"1006640","productDescription":"API","marketType":"REGULATED MARKET","country":"ITALY","selfForZScoreResived":"Pharma Grade","supplierPort":"N\/A","supplierAddress":"VIA MATTEOTTI 249 28062 CAMERI (NO) ITALY CAMERI, , Italy Italy","customerAddress":"159, C.S.T. ROAD,"}]
16-Mar-2021
07-Jun-2024
KGS
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country Total Quantity
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Average Price
(USD/KGS)
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Drugs in Development

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Details:

Trospium Chloride is a muscarinic antagonist it's generic has been approved for the treatment of overactive bladder with symptoms of urge urinary incontinence, urgency, and urinary frequency.


Lead Product(s): Trospium Chloride

Therapeutic Area: Urology Brand Name: Sanctura-Generic

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable April 24, 2020

Granules India

01

Antibody Engineering
Not Confirmed

Lead Product(s) : Trospium Chloride

Therapeutic Area : Urology

Highest Development Status : Approved

Partner/Sponsor/Collaborator : Not Applicable

Deal Size : Not Applicable

Deal Type : Not Applicable

Details : Trospium Chloride is a muscarinic antagonist it's generic has been approved for the treatment of overactive bladder with symptoms of urge urinary incontinence, urgency, and urinary frequency.

Brand Name : Sanctura-Generic

Molecule Type : Small molecule

Upfront Cash : Not Applicable

April 24, 2020

Granules India

Details:

KarXT (xanomeline-trospium) is an oral, investigational M1/M4-preferring muscarinic agonist in development for the treatment of psychiatric and neurological conditions, including schizophrenia.


Lead Product(s): Xanomeline,Trospium Chloride

Therapeutic Area: Psychiatry/Psychology Brand Name: KarXT

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable October 29, 2024

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02

Zai Lab

China
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Antibody Engineering
Not Confirmed

Zai Lab

China
arrow
Antibody Engineering
Not Confirmed

Details : KarXT (xanomeline-trospium) is an oral, investigational M1/M4-preferring muscarinic agonist in development for the treatment of psychiatric and neurological conditions, including schizophrenia.

Brand Name : KarXT

Molecule Type : Small molecule

Upfront Cash : Not Applicable

October 29, 2024

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Details:

KarXT (xanomeline-trospium) is an investigational oral muscarinic agonist targeting psychiatric and neurological conditions like schizophrenia and Alzheimer’s psychosis.


Lead Product(s): Xanomeline,Trospium Chloride

Therapeutic Area: Psychiatry/Psychology Brand Name: KarXT

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable April 06, 2024

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03

Antibody Engineering
Not Confirmed
Antibody Engineering
Not Confirmed

Details : KarXT (xanomeline-trospium) is an investigational oral muscarinic agonist targeting psychiatric and neurological conditions like schizophrenia and Alzheimer’s psychosis.

Brand Name : KarXT

Molecule Type : Small molecule

Upfront Cash : Not Applicable

April 06, 2024

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Details:

BMS acquires KarXT (xanomeline-trospium), an M1/M4 receptor agonist, for treating schizophrenia, enhancing its development.


Lead Product(s): Xanomeline,Trospium Chloride

Therapeutic Area: Psychiatry/Psychology Brand Name: KarXT

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Bristol Myers Squibb

Deal Size: $14,000.0 million Upfront Cash: $14,000.0 million

Deal Type: Acquisition March 18, 2024

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04

Antibody Engineering
Not Confirmed
Antibody Engineering
Not Confirmed

Details : BMS acquires KarXT (xanomeline-trospium), an M1/M4 receptor agonist, for treating schizophrenia, enhancing its development.

Brand Name : KarXT

Molecule Type : Small molecule

Upfront Cash : $14,000.0 million

March 18, 2024

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Details:

Through the acquisition, BMS will enhance the development of KarXT (xanomeline-trospium), an antipsychotic with a novel mechanism of being a first-in-class M1 / M4 muscarinic receptor agonist, with differentiated efficacy and safety for treating schizophrenia in adults.


Lead Product(s): Xanomeline,Trospium Chloride

Therapeutic Area: Psychiatry/Psychology Brand Name: KarXT

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Bristol Myers Squibb

Deal Size: $14,000.0 million Upfront Cash: $14,000.0 million

Deal Type: Acquisition December 22, 2023

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05

Antibody Engineering
Not Confirmed
Antibody Engineering
Not Confirmed

Details : Through the acquisition, BMS will enhance the development of KarXT (xanomeline-trospium), an antipsychotic with a novel mechanism of being a first-in-class M1 / M4 muscarinic receptor agonist, with differentiated efficacy and safety for treating schizoph...

Brand Name : KarXT

Molecule Type : Small molecule

Upfront Cash : $14,000.0 million

December 22, 2023

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Details:

KarXT (xanomeline and trospium chloride) is an M1/M4 receptor Agonist small molecule drug delivered orally in capsule form for the treatment of Schizophrenia.


Lead Product(s): Xanomeline,Trospium Chloride

Therapeutic Area: Psychiatry/Psychology Brand Name: KarXT

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable November 29, 2023

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06

Antibody Engineering
Not Confirmed
Antibody Engineering
Not Confirmed

Details : KarXT (xanomeline and trospium chloride) is an M1/M4 receptor Agonist small molecule drug delivered orally in capsule form for the treatment of Schizophrenia.

Brand Name : KarXT

Molecule Type : Small molecule

Upfront Cash : Not Applicable

November 29, 2023

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Details:

KarXT (xanomeline-trospium) is an oral, investigational M1/M4-preferring muscarinic agonist in development for the treatment of psychiatric and neurological conditions, including schizophrenia and psychosis in Alzheimer’s disease.


Lead Product(s): Xanomeline,Trospium Chloride

Therapeutic Area: Psychiatry/Psychology Brand Name: KarXT

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable November 17, 2023

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07

Antibody Engineering
Not Confirmed
Antibody Engineering
Not Confirmed

Details : KarXT (xanomeline-trospium) is an oral, investigational M1/M4-preferring muscarinic agonist in development for the treatment of psychiatric and neurological conditions, including schizophrenia and psychosis in Alzheimer’s disease.

Brand Name : KarXT

Molecule Type : Small molecule

Upfront Cash : Not Applicable

November 17, 2023

blank

Details:

KarXT (xanomeline-trospium) is an oral, investigational M1/M4-preferring muscarinic agonist in development for the treatment of psychiatric and neurological conditions, including schizophrenia and psychosis in Alzheimer’s disease.


Lead Product(s): Xanomeline,Trospium Chloride

Therapeutic Area: Psychiatry/Psychology Brand Name: KarXT

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable November 16, 2023

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08

Antibody Engineering
Not Confirmed
Antibody Engineering
Not Confirmed

Details : KarXT (xanomeline-trospium) is an oral, investigational M1/M4-preferring muscarinic agonist in development for the treatment of psychiatric and neurological conditions, including schizophrenia and psychosis in Alzheimer’s disease.

Brand Name : KarXT

Molecule Type : Small molecule

Upfront Cash : Not Applicable

November 16, 2023

blank

Details:

KarXT (xanomeline-trospium) is an oral, investigational M1/M4-preferring muscarinic agonist in development for the treatment of psychiatric and neurological conditions, including schizophrenia and psychosis in Alzheimer’s disease.


Lead Product(s): Xanomeline,Trospium Chloride

Therapeutic Area: Psychiatry/Psychology Brand Name: KarXT

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Karuna Therapeutics

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable September 28, 2023

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09

Antibody Engineering
Not Confirmed
Antibody Engineering
Not Confirmed

Details : KarXT (xanomeline-trospium) is an oral, investigational M1/M4-preferring muscarinic agonist in development for the treatment of psychiatric and neurological conditions, including schizophrenia and psychosis in Alzheimer’s disease.

Brand Name : KarXT

Molecule Type : Small molecule

Upfront Cash : Not Applicable

September 28, 2023

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Details:

The proceedings will be used to fund Karuna's ongoing and planned clinical trials of KarXT (xanomeline), to support the potential commercialization of KarXT for psychosis in schizophrenia, to support and expand company's pipeline of clinical and preclinical programs.


Lead Product(s): Xanomeline,Trospium Chloride

Therapeutic Area: Psychiatry/Psychology Brand Name: KarXT

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Goldman Sachs & Co. LLC

Deal Size: $460.0 million Upfront Cash: Undisclosed

Deal Type: Public Offering March 24, 2023

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10

Antibody Engineering
Not Confirmed
Antibody Engineering
Not Confirmed

Details : The proceedings will be used to fund Karuna's ongoing and planned clinical trials of KarXT (xanomeline), to support the potential commercialization of KarXT for psychosis in schizophrenia, to support and expand company's pipeline of clinical and preclini...

Brand Name : KarXT

Molecule Type : Small molecule

Upfront Cash : Undisclosed

March 24, 2023

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