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Remodulin

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23 API Suppliers, 15 USDMF, 2 EU WC, 12 NDC API, 14 Listed Suppliers, $ API Reference Price

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15 USDMF
2 EU WC
12 NDC API
14 Listed Suppliers
$ API Reference Price

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4 Intermediates Suppliers

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72 FDF Dossiers, 39 FDA Orange Book, 25 Europe, 4 Canada, 4 Listed Dossiers

72 FDF Dossiers
39 FDA Orange Book
25 Europe
4 Canada
4 Listed Dossiers

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2 US Medicaid Prescriptions, 20 Finished Drug Prices, 11 Annual Reports

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11 Annual Reports

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127 US Patents, 5 US Exclusivities

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127 US Patents
5 US Exclusivities

Chirogate Treprostinil Sodium

Synopsis

ACTIVE PHARMA INGREDIENTS

API Suppliers

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API REF. PRICE (USD/KG)

$ 360,846

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API

FDF

4INTERMEDIATES

FINISHED DOSAGE FORMULATIONS

FDF Dossiers

FDA Orange Book

Europe

Canada

Australia

South Africa

Listed Dossiers

40DRUGS IN DEVELOPMENT

DRUG PRODUCT COMPOSITIONS

REF. STANDARDS OR IMPURITIES

EDQM

USP

Others

PATENTS & EXCLUSIVITIES

127

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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)

11,464,786

Annual Reports (USD Million)

6,227

Finished Drug Prices

66 RELATED EXCIPIENT COMPANIES

123EXCIPIENTS BY APPLICATIONS

Chemistry

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Also known as: 81846-19-7, Remodulin, Uniprost, Rumodolin, Orenitram, Tyvaso

Molecular Formula

C₂₃H₃₄O₅

Molecular Weight

390.5 g/mol

InChI Key

PAJMKGZZBBTTOY-ZFORQUDYSA-N

FDA UNII

RUM6K67ESG

Treprostinil is a synthetic analogue of prostacyclin, used to treat pulmonary hypertension.

Treprostinil is a Prostacycline Vasodilator. The physiologic effect of treprostinil is by means of Vasodilation.

1 2D Structure

Treprostinil Sodium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[[(1R,2R,3aS,9aS)-2-hydroxy-1-[(3S)-3-hydroxyoctyl]-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[g]naphthalen-5-yl]oxy]acetic acid

2.1.2 InChI

InChI=1S/C23H34O5/c1-2-3-4-7-17(24)9-10-18-19-11-15-6-5-8-22(28-14-23(26)27)20(15)12-16(19)13-21(18)25/h5-6,8,16-19,21,24-25H,2-4,7,9-14H2,1H3,(H,26,27)/t16-,17-,18+,19-,21+/m0/s1

2.1.3 InChI Key

PAJMKGZZBBTTOY-ZFORQUDYSA-N

2.1.4 Canonical SMILES

CCCCCC(CCC1C(CC2C1CC3=C(C2)C(=CC=C3)OCC(=O)O)O)O

2.1.5 Isomeric SMILES

CCCCC[C@@H](CC[C@H]1[C@@H](C[C@H]2[C@@H]1CC3=C(C2)C(=CC=C3)OCC(=O)O)O)O

2.2 Other Identifiers

2.2.1 UNII

RUM6K67ESG

2.3 Synonyms

2.3.1 MeSH Synonyms

1. ((1r,2r,3as,9as)-2-hydroxy-1-((3s)-3-hydroxyoctyl)-2,3,3a,4,9,9a-hexahydro-1h-cylopent(b)naphthalen-5-yl)oxy)acetate

2. Orenitram

3. Remodulin

4. Trepostinil Sodium

5. Treprostinil Diethanolamine

6. Treprostinil Diolamin

7. Treprostinil Diolamine

8. Treprostinil Sodium

9. Ut-15

10. Ut-15c

2.3.2 Depositor-Supplied Synonyms

1. 81846-19-7

2. Remodulin

3. Uniprost

4. Rumodolin

5. Orenitram

6. Tyvaso

7. Lrx-15

8. Ut-15

9. 15au81

10. Treprostinil Free Acid

11. Rum6k67esg

12. 2-(((1r,2r,3as,9as)-2-hydroxy-1-((s)-3-hydroxyoctyl)-2,3,3a,4,9,9a-hexahydro-1h-cyclopenta[b]naphthalen-5-yl)oxy)acetic Acid

13. Chebi:50861

14. 81846-19-7 (free Acid)

15. ((1r,2r,3as,9as)-2-hydroxy-1-((3s)-3-hydroxyoctyl)-2,3,3a,4,9,9a-hexahydro-1h-cylopent(b)naphthalen-5-yl)oxy)acetate

16. 2-[[(1r,2r,3as,9as)-2-hydroxy-1-[(3s)-3-hydroxyoctyl]-2,3,3a,4,9,9a-hexahydro-1h-cyclopenta[g]naphthalen-5-yl]oxy]acetic Acid

17. 289480-64-4

18. 15-au-81

19. L-606

20. Treprostinilo

21. Treprostinilum

22. Lrx 15

23. Treprostinil [usan:inn]

24. Remodulin (tn)

25. Unii-rum6k67esg

26. U 62840

27. Tresprostinil

28. Trevyent

29. U-62,840

30. Treprostinil [mi]

31. Treprostinil [inn]

32. Treprostinil [jan]

33. Treprostinil [usan]

34. Treprostinil [vandf]

35. Treprostinil Pound>>ut-15

36. Treprostinil [mart.]

37. Treprostinil [who-dd]

38. 15au

39. Gtpl5820

40. Schembl4349618

41. Treprostinil (jan/usan/inn)

42. Chembl1237119

43. Lrx -15

44. Dtxsid901021654

45. Hms3648g07

46. Treprostinil [orange Book]

47. Amy22230

48. Bcp10253

49. Ex-a1414

50. Zinc3800475

51. Mfcd00888847

52. Akos027470173

53. Cs-7872

54. Db00374

55. Ncgc00343944-03

56. ({(1r,2r,3as,9as)-2-hydroxy-1-[(3s)-3-hydroxyoctyl]-2,3,3a,4,9,9a-hexahydro-1h-cyclopenta[b]naphthalen-5-yl}oxy)acetic Acid

57. 2-[[(1r,2r,3as,9as)-2,3,3a,4,9,9a-hexahydro-2-hydroxy-1-[(3s)-3-hydroxyoctyl]-1h-benz[f]inden-5-yl]oxy]acetic Acid

58. Ac-30207

59. As-56364

60. L606

61. Hy-100441

62. D06213

63. Sr-01000946210

64. Q3495231

65. Sr-01000946210-1

66. Brd-k19706299-001-01-4

67. [[(1r,2r,3as,9as)-2,3,3a,4,9,9a-hexahydro-2-hydroxy-1-[(s)-3-hydroxyoctyl]-1h-benzo[f]indene-5-yl]oxy]acetic Acid

68. [[(1r,2r,3as,9as)-2,3,4,9,9a-hexahydro-2-hydroxy-1-[(3s)-3-hydroxyoctyl]-1h-benz[f]inden-5-yl]oxy]acetic Acid

69. 2-((1r,2r,3as,9as)-2-hydroxy-1-((s)-3-hydroxyoctyl)-2,3,3a,4,9,9a-hexahydro-1h-cyclopenta[b]naphthalen-5-yloxy)acetic Acid

70. 2-[[(1r,2r,3as,9as)-2,3,4,9,9a-hexahydro-2-hydroxy-1-[(3s)-3-hydroxyoctyl]-1h-benz[f]inden-5-yl]oxy]-acetic Acid

71. 2-[[(2r,3r,3as,9as)-2-hydroxy-3-[(3s)-3-hydroxyoctyl]-2,3,3a,4,9,9a-hexahydro-1h-cyclopenta[g]naphthalen-8-yl]oxy]acetic Acid

72. 2-{[(1r,2r,3as,9as)-2-hydroxy-1-[(3s)-3-hydroxyoctyl]-1h,2h,3h,3ah,4h,9h,9ah-cyclopenta[b]naphthalen-5-yl]oxy}acetic Acid

73. Acetic Acid, (((1r,2r,3as,9as)-2,3,3a,4,9,9a-hexahydro-2-hydroxy-1-((3s)-3-hydroxyoctyl)-1h-benz(f)inden-5-yl)oxy)-

74. Acetic Acid, ((2,3,3a,4,9,9a-hexahydro-2-hydroxy-1-(3-hydroxyoctyl)-1h-benz(f)inden-5-yl)oxy)-, (1r-(1alpha(s*),2beta,3aalpha,9aalpha))-

75. Acetic Acid,(((1r,2r,3as,9as)-2,3,3a,4,9,9a-hexahydro-2-hydroxy-1-((3s)-3-hydroxyoctyl)-1h-benz(f)inden-5-yl)oxy)-

2.4 Create Date

2006-07-28

3 Chemical and Physical Properties

Molecular Formula	C₂₃H₃₄O₅
Molecular Weight	390.5 g/mol
XLogP3	4.5
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	10
Exact Mass	390.24062418 g/mol
Monoisotopic Mass	390.24062418 g/mol
Topological Polar Surface Area	87 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	495
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Remodulin
PubMed Health	Treprostinil
Drug Classes	Antihypertensive, Cardiovascular Agent, Platelet Aggregation Inhibitor, Vasodilator
Drug Label	Remodulin (treprostinil) Injection is a sterile solution of treprostinil formulated for subcutaneous or intravenous administration. Remodulin is supplied in 20 mL multidose vials in four strengths, containing 20 mg, 50 mg, 100 mg, or 200 mg (1 mg/mL,...
Active Ingredient	Treprostinil
Dosage Form	Injectable
Route	Iv (infusion), subcutaneous
Strength	1mg/ml; 2.5mg/ml; 10mg/ml; 5mg/ml
Market Status	Prescription
Company	United Therap

2 of 4
Drug Name	Tyvaso
PubMed Health	Treprostinil (By breathing)
Drug Classes	Vasodilator
Drug Label	Tyvaso is a sterile formulation of treprostinil intended for administration by oral inhalation using the Tyvaso Inhalation System. Tyvaso is supplied in 2.9 mL low density polyethylene (LDPE) ampules, containing 1.74 mg treprostinil (0.6 mg/mL). Each...
Active Ingredient	Treprostinil
Dosage Form	Solution
Route	Inhalation
Strength	eq 0.6mg base/ml
Market Status	Prescription
Company	United Therap

3 of 4
Drug Name	Remodulin
PubMed Health	Treprostinil
Drug Classes	Antihypertensive, Cardiovascular Agent, Platelet Aggregation Inhibitor, Vasodilator
Drug Label	Remodulin (treprostinil) Injection is a sterile solution of treprostinil formulated for subcutaneous or intravenous administration. Remodulin is supplied in 20 mL multidose vials in four strengths, containing 20 mg, 50 mg, 100 mg, or 200 mg (1 mg/mL,...
Active Ingredient	Treprostinil
Dosage Form	Injectable
Route	Iv (infusion), subcutaneous
Strength	1mg/ml; 2.5mg/ml; 10mg/ml; 5mg/ml
Market Status	Prescription
Company	United Therap

4 of 4
Drug Name	Tyvaso
PubMed Health	Treprostinil (By breathing)
Drug Classes	Vasodilator
Drug Label	Tyvaso is a sterile formulation of treprostinil intended for administration by oral inhalation using the Tyvaso Inhalation System. Tyvaso is supplied in 2.9 mL low density polyethylene (LDPE) ampules, containing 1.74 mg treprostinil (0.6 mg/mL). Each...
Active Ingredient	Treprostinil
Dosage Form	Solution
Route	Inhalation
Strength	eq 0.6mg base/ml
Market Status	Prescription
Company	United Therap

4.2 Drug Indication

For use as a continuous subcutaneous infusion or intravenous infusion (for those not able to tolerate a subcutaneous infusion) for the treatment of pulmonary arterial hypertension in patients with NYHA Class II-IV symptoms to diminish symptoms associated with exercise.

FDA Label

Treatment of adult patients with WHO Functional Class (FC) III or IV and:

- inoperable chronic thromboembolic pulmonary hypertension (CTEPH), or

- persistent or recurrent CTEPH after surgical treatment

to improve exercise capacity.

Treatment of pulmonary arterial hypertension

5 Pharmacology and Biochemistry

5.1 Pharmacology

Pulmonary arterial hypertension (PAH) is a disease in which blood pressure is abnormally high in the arteries between the heart and lungs. PAH is characterized by symptoms of shortness of breath during physical exertion. The condition can ultimately lead to heart failure. Treprostinil is a potent oral antiplatelet agent. The major pharmacologic actions of treprostinil are direct vasodilation of pulmonary and systemic arterial vascular beds and inhibition of platelet aggregation. In animals, the vasodilatory effects reduce right and left ventricular afterload and increase cardiac output and stroke volume. Other studies have shown that treprostinil causes a dose-related negative inotropic and lusitropic effect. No major effects on cardiac conduction have been observed.

5.2 MeSH Pharmacological Classification

Antihypertensive Agents

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

5.3 FDA Pharmacological Classification

5.3.1 Active Moiety

TREPROSTINIL

5.3.2 FDA UNII

RUM6K67ESG

5.3.3 Pharmacological Classes

Prostaglandins I [CS]; Vasodilation [PE]; Prostacycline Vasodilator [EPC]

5.4 ATC Code

B01AC21

B - Blood and blood forming organs

B01 - Antithrombotic agents

B01A - Antithrombotic agents

B01AC - Platelet aggregation inhibitors excl. heparin

B01AC21 - Treprostinil

5.5 Absorption, Distribution and Excretion

Absorption

Relatively rapid and complete after subcutaneous infusion, with an absolute bioavailability approximately 100%. In patients with mild (n=4) or moderate (n=5) hepatic insufficiency and portopulmonary hypertension following a subcutaneous dose of 10 ng per kg of body weight per min for 150 mins the AUC 0-∞ was increased 3-fold and 5-fold respectively.

Volume of Distribution

14 L/70 kg

5.6 Metabolism/Metabolites

Substantially metabolized by the liver, but the precise enzymes responsible are unknown. Five metabolites have been described (HU1 through HU5) however, the biological activity and metabolic fate of these are unknown. The chemical structure of HU1 is unknown. The metabolite HU5 is the glucuronide conjugate of treprostinil. The other metabolites are formed by oxidation of the 3-hydroxyoctyl side chain (HU2) and subsequent additional oxidation (HU3) or dehydration (HU4). Study results of in vitro human hepatic cytochrome P450 demonstrates that treprostinil does not inhibit CYP-1A2, 2C9, 2C19, 2D6, 2E1, or 3A. There have been no studies that evaluate the potential of treprostinil to induce these enzymes.

5.7 Biological Half-Life

Terminal elimination half-life is approximately 2 to 4 hours. Plasma half-life is 34 and 85 minutes for intravenous and subcutaneous infusion of the drug, respectively.

5.8 Mechanism of Action

The major pharmacological actions of treprostinil are direct vasodilation of pulmonary and systemic arterial vascular beds and inhibition of platelet aggregation. In addition to treprostinil's direct vasodilatory effects, it also inhibits inflammatory cytokine. As a synthetic analogue of prostacyclin, it binds to the prostacyclin receptor, which subsequently induces the aforementioned downstream effects.

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API Reference Price

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K","customer":"LGM PHARMA","customerCountry":"UNITED STATES","quantity":"0.01","actualQuantity":"0.005","unit":"KGS","unitRateFc":"2550312.3","totalValueFC":"12387.5","currency":"USD","unitRateINR":183750000,"date":"27-Aug-2021","totalValueINR":"918750","totalValueInUsd":"12387.5","indian_port":"HYDERABAD AIR","hs_no":"29141990","bill_no":"4166409","productDescription":"API","marketType":"REGULATED MARKET","country":"UNITED STATES","selfForZScoreResived":"Pharma Grade","supplierPort":"HYDERABAD AIR","supplierAddress":"8-3-167\/D\/16, KALYAN NAGAR - I,VENGAL RAO NAGAR, HYDERABAD, A.P.","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2021","qtr":"Q3","strtotime":1632940200,"product":"TREPROSTINIL DIOLAMINE ALONG WITH IMPURI","address":"25, 12TH CROSS STREET, SHASTRI NAGAR,","city":"CHENNAI\/TAMILNADU","supplier":"NURAY CHEMICALS PRIVATE LIMITED","supplierCountry":"INDIA","foreign_port":"SHANGHAI - PU DONG","customer":"THE PURCHASE MANAGER","customerCountry":"CHINA","quantity":"0.07","actualQuantity":"65","unit":"GMS","unitRateFc":"280","totalValueFC":"17986.2","currency":"USD","unitRateINR":20353.846153846152,"date":"30-Sep-2021","totalValueINR":"1323000","totalValueInUsd":"17986.2","indian_port":"BOMBAY AIR","hs_no":"29420090","bill_no":"4970715","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"BOMBAY AIR","supplierAddress":"25, 12TH CROSS STREET, SHASTRI NAGAR,, CHENNAI\/TAMILNADU","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2022","qtr":"Q2","strtotime":1649356200,"product":"TREPROSTINIL SODIUM (BATCH NO:TPSRD21000","address":"25, 12TH CROSS STREET, SHASTRI NAGAR,","city":"CHENNAI\/TAMILNADU","supplier":"NURAY CHEMICALS PRIVATE LIMITED","supplierCountry":"INDIA","foreign_port":"BUENOS AIRES","customer":"THE PURCHASE MANAGER","customerCountry":"ARGENTINA","quantity":"0.25","actualQuantity":"0.25","unit":"KGS","unitRateFc":"175000","totalValueFC":"43552.6","currency":"USD","unitRateINR":13144000,"date":"08-Apr-2022","totalValueINR":"3286000","totalValueInUsd":"43552.6","indian_port":"BANGALORE AIR","hs_no":"29420090","bill_no":"9563842","productDescription":"API","marketType":"LESS REGULATED MARKET","country":"ARGENTINA","selfForZScoreResived":"Pharma Grade","supplierPort":"BANGALORE AIR","supplierAddress":"25, 12TH CROSS STREET, SHASTRI NAGAR,, CHENNAI\/TAMILNADU","customerAddress":""},{"dataSource":"API Import","activeIngredients":"","year":"2021","qtr":"Q2","strtotime":1620671400,"product":"TREPROSTINIL","address":"H.NO. 8-2-337,BESIDE TV9 OFFICE","city":"HYDERABAD ANDHRA PRADESH","supplier":"DR. REDDY\\'S LABORATORIES","supplierCountry":"UNITED KINGDOM","foreign_port":"N\/A","customer":"DR. REDDY\\'S LABORATORIES","customerCountry":"INDIA","quantity":"0.59","actualQuantity":"586","unit":"GMS","unitRateFc":"999.5","totalValueFC":"597699","currency":"USD","unitRateINR":"74711.7","date":"11-May-2021","totalValueINR":"43781060","totalValueInUsd":"597699","indian_port":"Vizag-EPZ\/SEZ","hs_no":"29413090","bill_no":"1000861","productDescription":"API","marketType":"REGULATED MARKET","country":"UNITED KINGDOM","selfForZScoreResived":"Pharma Grade","supplierPort":"N\/A","supplierAddress":"N\/A","customerAddress":"H.NO. 8-2-337,BESIDE TV9 OFFICE"},{"dataSource":"API Import","activeIngredients":"","year":"2022","qtr":"Q1","strtotime":1647887400,"product":"TREPROSTINIL","address":"H.NO. 8-2-337,BESIDE TV9 OFFICE","city":"HYDERABAD ANDHRA PRADESH","supplier":"DR. REDDY\\'S LABORATORIES","supplierCountry":"UNITED KINGDOM","foreign_port":"N\/A","customer":"DR. REDDY\\'S LABORATORIES","customerCountry":"INDIA","quantity":"0.75","actualQuantity":"745","unit":"GMS","unitRateFc":"1037.3","totalValueFC":"779656.2","currency":"USD","unitRateINR":"79765.1","date":"22-Mar-2022","totalValueINR":"59425012","totalValueInUsd":"779656.2","indian_port":"Vizag-EPZ\/SEZ","hs_no":"29420090","bill_no":"1000430","productDescription":"API","marketType":"REGULATED MARKET","country":"UNITED KINGDOM","selfForZScoreResived":"Pharma Grade","supplierPort":"N\/A","supplierAddress":"N\/A","customerAddress":"H.NO. 8-2-337,BESIDE TV9 OFFICE"}]

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 (KGS)	Average Price (USD/KGS)	Number of Transactions

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Drugs in Development

01 Dr. Reddy\'s Laboratories

India

CPhI Worldwide, Milan

Booth #24A41

DRL offers a portfolio of products & services, including APIs, CMO services, generics, biosimilars & differentiated formulations.

Lead Product(s) : Treprostinil Sodium

Therapeutic Area : Cardiology/Vascular Diseases

Highest Development Status : Approved

Partner/Sponsor/Collaborator : Not Applicable

Deal Size : Not Applicable

Deal Type : Not Applicable

DEALS_DEV

Dr. Reddy's Laboratories Announces the Launch of Treprostinil Injection in the U.S.

Details : Treprostinil are direct vasodilation of pulmonary and systemic arterial vascular beds, and inhibition of platelet aggregation. It is indicated for the treatment for pulmonary arterial hypertension.

Brand Name : Remodulin-Generic

Molecule Type : Small molecule

Upfront Cash : Not Applicable

April 21, 2023

Stock Recap
#PipelineProspector

Data Compilation
#PharmaFlow

Virtual Booth

02 Dr. Reddy\'s Laboratories

India

CPhI Worldwide, Milan

Booth #24A41

DRL offers a portfolio of products & services, including APIs, CMO services, generics, biosimilars & differentiated formulations.

Lead Product(s) : Treprostinil Sodium

Therapeutic Area : Cardiology/Vascular Diseases

Highest Development Status : Approved

Partner/Sponsor/Collaborator : Not Applicable

Deal Size : Not Applicable

Deal Type : Not Applicable

DEALS_DEV

Dr. Reddy's Gets CDSCO Panel Nod to Manufacture & Market Treprostinil Solution for Infusion

Details : Treprostinil is a solution for infusion and act as platelet aggregation, which being evaluated for the treatment of patients with pulmonary arterial hypertension.

Brand Name : Treprostinil-Generic

Molecule Type : Small molecule

Upfront Cash : Not Applicable

March 12, 2022

Stock Recap
#PipelineProspector

Data Compilation
#PharmaFlow

Virtual Booth