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Trilostane

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

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ACTIVE PHARMA INGREDIENTS

8 API Suppliers, 2 USDMF, 11 NDC API, 1 VMF, 7 Listed Suppliers, $ API Reference Price

8 API Suppliers
2 USDMF
11 NDC API
1 VMF
7 Listed Suppliers
$ API Reference Price

FINISHED DOSAGE FORMULATIONS

7 FDF Dossiers, 2 FDA Orange Book, 5 Canada

7 FDF Dossiers
2 FDA Orange Book
5 Canada

DIGITAL CONTENT

1 NEWS #PharmaBuzz

media
1 NEWS #PharmaBuzz

MARKET PLACE

4 APIs

marketPlace
4 APIs

Synopsis

ACTIVE PHARMA INGREDIENTS

API Suppliers

USDMF

CEP/COS

JDMF

EU WC

KDMF

NDC API

VMF

Listed Suppliers

API REF. PRICE (USD/KG)

$ 3,259

MARKET PLACE

API

FDF

0INTERMEDIATES

FINISHED DOSAGE FORMULATIONS

FDF Dossiers

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Europe

Canada

Australia

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0 DRUGS IN DEVELOPMENT

DRUG PRODUCT COMPOSITIONS

REF. STANDARDS OR IMPURITIES

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USP

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PATENTS & EXCLUSIVITIES

US Patents

US Exclusivities

Health Canada Patents

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Data Compilation #PharmaFlow

Stock Recap #PipelineProspector

Weekly News Recap #Phispers

News #PharmaBuzz

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US Medicaid (USD)

Annual Reports (USD Million)

Finished Drug Prices

0RELATED EXCIPIENT COMPANIES

0EXCIPIENTS BY APPLICATIONS

Chemistry

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Also known as: 13647-35-3, Modrenal, Vetoryl, Desopan, Modrastane, Trilostanum

Molecular Formula

C₂₀H₂₇NO₃

Molecular Weight

329.4 g/mol

InChI Key

KVJXBPDAXMEYOA-CXANFOAXSA-N

FDA UNII

L0FPV48Q5R

Trilostane is a synthetic derivative of androstane with adrenocortical suppressive properties. Trilostane reversibly inhibits 3 beta-hydroxysteroid dehydrogenase delta 5-4 isomerase in the adrenal cortex, resulting in the decreased synthesis of mineralocorticoids and glucocorticoids and the decreased conversion of pregnenolone to progesterone. (NCI04)

1 2D Structure

Trilostane

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1S,2R,6R,8S,11S,12S,15S,16S)-5,15-dihydroxy-2,16-dimethyl-7-oxapentacyclo[9.7.0.02,8.06,8.012,16]octadec-4-ene-4-carbonitrile

2.1.2 InChI

InChI=1S/C20H27NO3/c1-18-7-6-14-12(13(18)3-4-15(18)22)5-8-20-17(24-20)16(23)11(10-21)9-19(14,20)2/h12-15,17,22-23H,3-9H2,1-2H3/t12-,13-,14-,15-,17+,18-,19+,20+/m0/s1

2.1.3 InChI Key

KVJXBPDAXMEYOA-CXANFOAXSA-N

2.1.4 Canonical SMILES

CC12CCC3C(C1CCC2O)CCC45C3(CC(=C(C4O5)O)C#N)C

2.1.5 Isomeric SMILES

C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CC[C@]45[C@@]3(CC(=C([C@H]4O5)O)C#N)C

2.2 Other Identifiers

2.2.1 UNII

L0FPV48Q5R

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 4alpha,5-epoxy-17beta-hydroxy-3-oxoandrostane-2-carbonitrile

2. Modrenal

3. Win 24,540

2.3.2 Depositor-Supplied Synonyms

1. 13647-35-3

2. Modrenal

3. Vetoryl

4. Desopan

5. Modrastane

6. Trilostanum

7. Trilostano

8. Win-24540

9. Win 24,540

10. Chebi:32260

11. L0fpv48q5r

12. Win 24540

13. Androst-2-ene-2-carbonitrile, 4,5-epoxy-3,17-dihydroxy-, (4alpha,5alpha,17beta)-

14. Nsc-758904

15. Dsstox_cid_3706

16. Androst-2-ene-2-carbonitrile, 4,5-epoxy-3,17-dihydroxy-, (4a,5a,17b)-

17. Dsstox_rid_77157

18. Dsstox_gsid_23706

19. (1ar,4ar,4bs,6as,7s,9as,9bs,11as)-2,7-dihydroxy-4a,6a-dimethyl-1a,4,4a,4b,5,6,6a,7,8,9,9a,9b,10,11-tetradecahydrocyclopenta[7,8]phenanthro[1,10a-b]oxirene-3-carbonitrile

20. (1s,2r,6r,8s,11s,12s,15s,16s)-5,15-dihydroxy-2,16-dimethyl-7-oxapentacyclo[9.7.0.0^{2,8}.0^{6,8}.0^{12,16}]octadec-4-ene-4-carbonitrile

21. Modrenal (tn)

22. (1ar,4ar,4bs,6as,7s,9as,9bs,11as)-2,7-dihydroxy-4a,6a-dimethyl-1a,4,4a,4b,5,6,6a,7,8,9,9a,9b,10,11-tetradecahydrocyclopenta[7,8]phenanthro[1,10a-b]oxirene-3-carbonitrile.

23. (1s,2r,6r,8s,11s,12s,15s,16s)-5,15-dihydroxy-2,16-dimethyl-7-oxapentacyclo[9.7.0.02,8.06,8.012,16]octadec-4-ene-4-carbonitrile

24. Desopan (tn)

25. Cas-13647-35-3

26. Trilostane (jan/usan)

27. Trilostanum [inn-latin]

28. Trilostano [inn-spanish]

29. Unii-l0fpv48q5r

30. Androst-2-ene-2-carbonitrile, 4,5-epoxy-3,17-dihydroxy-, (4.alpha.,5.alpha.,17.beta.)-

31. Trilostane [usan:inn:ban:jan]

32. Ncgc00274061-01

33. Einecs 237-133-0

34. Mfcd00199295

35. Win 24450

36. Trilostane [mi]

37. Trilostane [inn]

38. Trilostane [jan]

39. Trilostane [usan]

40. Trilostane [vandf]

41. (4alpha,5alpha,17beta)-3,17-dihydroxy-4,5-epoxyandrost-2-ene-2-carbonitrile

42. Schembl7517

43. Trilostane [mart.]

44. Trilostane [who-dd]

45. Gtpl6850

46. Trilostane [green Book]

47. Chembl1200907

48. Dtxsid9023706

49. Trilostane [orange Book]

50. Trilostane, >=98% (hplc)

51. 4.alpha.,5-epoxy-3,17.beta.-dihydroxy-5.alpha.-androst-2-ene-2-carbonitrile

52. Hms3884a15

53. Bcp04132

54. Tox21_112454

55. Tox21_302406

56. 4-alpha,5-epoxy-3,17-dihydroxy-5-alpha-androst-2-ene-2-carbonitrile

57. Ac-927

58. Bdbm50247882

59. S1404

60. 3,17beta-dihydroxy-4alpha,5-epoxy-5alpha-androst-2-ene-2-carbonitrile

61. 4alpha,5-epoxy-3,17beta-dihydroxy-5alpha-androst-2-ene-2-carbonitrile

62. Akos015964043

63. Akos032947221

64. Tox21_112454_1

65. Zinc100038546

66. Ccg-267803

67. Cs-1707

68. Db01108

69. Ks-1414

70. Nsc 758904

71. (2-alpha,4-alpha,5-alpha,17-beta)-4,5-epoxy-17-hydroxy-3-oxoandrostane-2-carbonitrile

72. 4-alpha-5-epoxy-17-beta-hydroxy-3-oxo-5-alpha-androstane-2-alpha-carbonitrile

73. Androstane-2-carbonitrile, 4,5-epoxy-17-hydroxy-3-oxo-, (2-alpha,4-alpha,5-alpha,17-beta)-

74. Ncgc00255201-01

75. Hy-14281

76. Bcp0726000098

77. D01180

78. Ab01274788-01

79. Ab01274788_02

80. 647t353

81. A886681

82. Q907313

83. Q-201884

84. Z1563146079

85. Trilostane; 13647-35-3; Vetoryl; Modrenal; Modrastane

86. (4a,5a,17b)-3,17-dihydroxy-4,5-epoxyandrost-2-ene-2-carbonitrile

87. 5-alpha-androstane-2-alpha-carbonitrile, 4-alpha,5-epoxy-17-beta-hydroxy-3-oxo-

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₂₇NO₃
Molecular Weight	329.4 g/mol
XLogP3	2.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	0
Exact Mass	329.19909372 g/mol
Monoisotopic Mass	329.19909372 g/mol
Topological Polar Surface Area	76.8 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	692
Isotope Atom Count	0
Defined Atom Stereocenter Count	8
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 Indication

Used in the treatment of Cushing's syndrome. It is normally used in short-term treatment until permanent therapy is possible.

5 Pharmacology and Biochemistry

5.1 Pharmacology

Trilostane blocks an enzyme involved in the production of several steroids including cortisol. Inhibiting this enzyme inhibits the production of cortisol. In Cushing's syndrome, the adrenal gland overproduces steroids. Although steroids are important for various functions of the body, too much can cause problems. Trilostane reduces the amount of steroids produced by the adrenal gland. This product was withdrawn from the U.S. market in April 1994.

5.2 MeSH Pharmacological Classification

Abortifacient Agents, Steroidal

Steroidal compounds with abortifacient activity. (See all compounds classified as Abortifacient Agents, Steroidal.)

Antineoplastic Agents

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)

Enzyme Inhibitors

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

5.3 ATC Code

H - Systemic hormonal preparations, excl. sex hormones and insulins

H02 - Corticosteroids for systemic use

H02C - Antiadrenal preparations

H02CA - Anticorticosteroids

H02CA01 - Trilostane

5.4 Metabolism/Metabolites

Hepatic.

5.5 Biological Half-Life

8 hours.

5.6 Mechanism of Action

Trilostane produces suppression of the adrenal cortex by inhibiting enzymatic conversion of steroids by 3-beta-hydroxysteroid dehydrogenase/delta 5,4 ketosteroid isomerase, thus blocking synthesis of adrenal steroids.

API SUPPLIERS

01

ChemWerth Inc

U.S.A

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

CPhI WW Frankfurt

Booth #12.1F43

ChemWerth works in generic API development & supply, non-infringement patent strategy development and regulatory support.

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U.S.A

Virtual Booth

Digital Content

USDMF CEP/COS JDMF EU-WC NDC KDMF VMF Others AUDIT

02

Suanfarma

Spain

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

CPHI Middle east

Booth #1.G23

Suanfarma, at the Core of a Better Life.

Contact Supplier

Spain

Virtual Booth

Digital Content

USDMF CEP/COS JDMF EU-WC NDC KDMF VMF Others AUDIT

03

Sterling Spa

Italy

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

CPHI Middle east

Not Confirmed

04

ORGAMOL PHARMA SOLUTIONS SA

Switzerland

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

CPHI Middle east

Not Confirmed

Not Confirmed

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USDMF

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NDC API

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VMF

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Listed Suppliers

01

ChemWerth Inc

U.S.A

CPhI WW Frankfurt

Booth #12.1F43

ChemWerth works in generic API development & supply, non-infringement patent strategy development and regulatory support.

Contact Supplier

U.S.A

Virtual Booth

Digital Content

Trilostane

About the Company : Established in 1982, ChemWerth is a US-headquartered full-service generic active pharmaceutical ingredient (API) development and supply company. ChemWerth offers cGMP-quality APIs ...

Established in 1982, ChemWerth is a US-headquartered full-service generic active pharmaceutical ingredient (API) development and supply company. ChemWerth offers cGMP-quality APIs to regulated markets worldwide and has exclusive partnerships for new product development, compliance support and secure supply chain logistics. ChemWerth has access to over 500 APIs and more than 30 manufacturing facilities in the US, Europe, India and China. ChemWerth acts as a regulatory agent for over 25 FDA-approved facilities and sells more than 100 products. It has established its presence in 38 countries. In 2020, ChemWerth filed its 500th DMF with the FDA.

02

Suanfarma

Spain

CPHI Middle east

Booth #1.G23

Suanfarma, at the Core of a Better Life.

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Spain

Virtual Booth

Digital Content

Trilostane

About the Company : Suanfarma founded in 1993, is a B2B life science partner committed to health & innovation by developing, manufacturing, & distributing high-quality APIs for the pharmaceutical indu...

Suanfarma founded in 1993, is a B2B life science partner committed to health & innovation by developing, manufacturing, & distributing high-quality APIs for the pharmaceutical industry innovatively & sustainably. Backed by a robust global network of 12 strategically located local offices, we cater to the needs of over 400 active customers in 70+ countries. At Suanfarma we offer our CDMO capacity for fermentation & chemical synthesis projects, offering a One Stop Shop service with a solid track record, & which allows us to achieve success in the development, scaling, manufacturing, & commercialization of an API, either innovative or generic.

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China

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Not Confirmed

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API Reference Price

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VAISHNODE"},{"dataSource":"API Import","activeIngredients":"","year":"2022","qtr":"Q3","strtotime":1661365800,"product":"VOSY-TRLT-C056-N TRILOSTANE","address":"MURASOLI MARAN TOWERS,73,MRC NAGAR","city":"CHENNAI,TAMILNADU","supplier":"DARSHENG TRADE&TECH DEVELOPMENT CO. LTD","supplierCountry":"UNITED STATES","foreign_port":"N\/A","customer":"SPICEJET LIMITED","customerCountry":"INDIA","quantity":"1.00","actualQuantity":"1000","unit":"GMS","unitRateFc":"6","totalValueFC":"6070.3","currency":"USD","unitRateINR":"483","date":"25-Aug-2022","totalValueINR":"483000","totalValueInUsd":"6070.3","indian_port":"GMR HYDERABAD AVIATION-SEZ","hs_no":"29379090","bill_no":"1003866","productDescription":"API","marketType":"REGULATED MARKET","country":"UNITED STATES","selfForZScoreResived":"Pharma Grade","supplierPort":"N\/A","supplierAddress":"N\/A","customerAddress":"MURASOLI MARAN TOWERS,73,MRC NAGAR"},{"dataSource":"API Import","activeIngredients":"","year":"2022","qtr":"Q4","strtotime":1669401000,"product":"TRILOSTANE","address":"F 43 DEOLALI PLAZA, LAM ROAD DEOLALI CAMP, DEOLALI Contact No: 9","city":"NASIK","supplier":"TAIZHOU CRENE BIOTECHNOLOGY ","supplierCountry":"CHINA","foreign_port":"NA","customer":"REYAANSH HEALTHCARE","customerCountry":"INDIA","quantity":"3.00","actualQuantity":"3","unit":"KGS","unitRateFc":"1750","totalValueFC":"5313.5","currency":"USD","unitRateINR":"144550","date":"26-Nov-2022","totalValueINR":"433650","totalValueInUsd":"5313.5","indian_port":"BOMBAY AIR","hs_no":"29372900","bill_no":"3479797","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"NA","supplierAddress":"","customerAddress":"F 43 DEOLALI PLAZA, LAM ROAD DEOLALI CAMP, DEOLALI Contact No: 9"},{"dataSource":"API Import","activeIngredients":"","year":"2023","qtr":"Q1","strtotime":1676831400,"product":"TRILOSTANE","address":"PLOT J-137 MIDC TARAPUR,BOISAR PAL GHAR","city":"PALGHAR,MAHARASHTRA","supplier":"XIAMEN ORIGIN BIOTECH ","supplierCountry":"CHINA","foreign_port":"NA","customer":"ASHISH LIFE SCIENCE PVT LIMITED","customerCountry":"INDIA","quantity":"2.00","actualQuantity":"2","unit":"KGS","unitRateFc":"1470","totalValueFC":"2977.7","currency":"USD","unitRateINR":"122965.5","date":"20-Feb-2023","totalValueINR":"245931","totalValueInUsd":"2977.7","indian_port":"BOMBAY AIR","hs_no":"29372900","bill_no":"4714686","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"NA","supplierAddress":"","customerAddress":"PLOT J-137 MIDC TARAPUR,BOISAR PAL GHAR"},{"dataSource":"API Import","activeIngredients":"","year":"2023","qtr":"Q1","strtotime":1676831400,"product":"TRILOSTANE","address":"PLOT J-137 MIDC TARAPUR,BOISAR PAL GHAR","city":"PALGHAR,MAHARASHTRA","supplier":"XIAMEN ORIGIN BIOTECH ","supplierCountry":"CHINA","foreign_port":"NA","customer":"ASHISH LIFE SCIENCE PVT LIMITED","customerCountry":"INDIA","quantity":"28.00","actualQuantity":"28","unit":"KGS","unitRateFc":"1470","totalValueFC":"41688.3","currency":"USD","unitRateINR":"122965.5","date":"20-Feb-2023","totalValueINR":"3443034","totalValueInUsd":"41688.3","indian_port":"BOMBAY AIR","hs_no":"29372900","bill_no":"4714686","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"NA","supplierAddress":"","customerAddress":"PLOT J-137 MIDC TARAPUR,BOISAR PAL GHAR"},{"dataSource":"API Import","activeIngredients":"","year":"2023","qtr":"Q2","strtotime":1685471400,"product":"VOSY TRLT C056 N TRILOSTANE","address":"S.NO.258,THIRUVANDAVAR VILLAGE , SIRUPINAIYUR, UTHIRAMERUR TALUK CONTACT NO: 919841843496 , KANCHEEPURAM DISTRICT , KANCHIPURAM","city":"KANCHIPURAM","supplier":"CHEMWERTH INC","supplierCountry":"CHINA","foreign_port":"BEIJING","customer":"HIBROW HEALTHCARE PRIVATE LIMITED","customerCountry":"INDIA","quantity":"9.34","actualQuantity":"9340","unit":"GMS","unitRateFc":"5.8","totalValueFC":"54368","currency":"USD","unitRateINR":"479","date":"31-May-2023","totalValueINR":"4473626.5","totalValueInUsd":"54368","indian_port":"MADRAS AIR","hs_no":"29372900","bill_no":"0","productDescription":"API","marketType":"REGULATED MARKET","country":"China","selfForZScoreResived":"Pharma Grade","supplierPort":"BEIJING","supplierAddress":"","customerAddress":"S.NO.258,THIRUVANDAVAR VILLAGE , SIRUPINAIYUR, UTHIRAMERUR TALUK CONTACT NO: 919841843496 , KANCHEEPURAM DISTRICT , KANCHIPURAM"},{"dataSource":"API Import","activeIngredients":"","year":"2023","qtr":"Q3","strtotime":1689013800,"product":"VOSY-TRLT-C056-N - 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ACTIVE PHARMA INGREDIENTS

8 API Suppliers

2 USDMF

11 NDC API

1 VMF

7 Listed Suppliers

$ API Reference Price

FINISHED DOSAGE FORMULATIONS

7 FDF Dossiers

2 FDA Orange Book

5 Canada

DIGITAL CONTENT

1 NEWS #PharmaBuzz

MARKET PLACE

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ACTIVE PHARMA INGREDIENTS

API REF. PRICE (USD/KG)

$ 3,259

MARKET PLACE

0INTERMEDIATES

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0 DRUGS IN DEVELOPMENT

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REF. STANDARDS OR IMPURITIES

PATENTS & EXCLUSIVITIES

DIGITAL CONTENT

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