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[6-Hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone Hydrochloride

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ACTIVE PHARMA INGREDIENTS

32 API Suppliers, 18 USDMF, 11 CEP/COS, 6 JDMF, 8 EU WC, 7 KDMF, 13 NDC API, 22 Listed Suppliers, $ API Reference Price

32 API Suppliers
18 USDMF
11 CEP/COS
6 JDMF
8 EU WC
7 KDMF
13 NDC API
22 Listed Suppliers
$ API Reference Price

DEVELOPMENTS

5 Drugs in Development

5 Drugs in Development

INTERMEDIATES

31 Intermediates Suppliers

31 Intermediates Suppliers

FINISHED DOSAGE FORMULATIONS

63 FDF Dossiers, 10 FDA Orange Book, 33 Europe, 5 Canada, 8 Australia, 3 South Africa, 4 Listed Dossiers

63 FDF Dossiers
10 FDA Orange Book
33 Europe
5 Canada
8 Australia
3 South Africa
4 Listed Dossiers

RELATED EXCIPIENT COMPANIES

1 Minakem, 1 Rochem International Inc, 17 SPI Pharma, 2 Seqens, 3 DKSH, 2 Jai Radhe Sales, 5 Faran Shimi Pharmaceutical, 8 Boai NKY Pharmaceuticals Ltd, 1 Chynops Pharma, 12 Gangwal Healthcare, 6 Nanjing Well Pharmaceutical, 1 Pfanstiehl, 1 ACG Worldwide, 5 Actylis, 1 Aeon Procare, 2 Alcedo Pharmachem, 7 Anhui Sunhere Pharmaceutical Excipients Co.,Ltd, 1 Avesta Pharma, 26 BASF, 2 Clariant, 10 Corel Pharma Chem, 5 DFE Pharma, 2 Finar, 12 Gangwal Chemicals, 5 Ideal Cures Pvt Ltd, 3 Ingredion Pharma Solutions, 37 Kerry, 3 Kima Chemical, 6 Lonza Capsugel, 15 Microlex e.U, 2 Nanjing Bold Chemical, 1 NEWEDGE Overseas, 2 Nomisma Healthcare, 3 Novo Excipients, 4 Pharmatrans-Sanaq, 5 Pluviaendo, 3 Prachin Chemical, 1 Qianhao Chemical (Hebei) Co., Ltd, 1 Qualicaps, 17 Roquette, 13 Seppic, 6 Shanghai Shenmei Pharmaceutical Technology Co., Ltd, 1 Shanghai Welltone Material Technology Co., Ltd, 1 Shijiazhuang Huaxu Pharmaceutical, 10 Sigachi Industries, 2 The Dow Chemical Company, 2 Ulanqab Kema New Material, 1 Valens Pharmachem, 2 Vasa Pharmachem

relatedExcipients
1 Minakem
1 Rochem International Inc
17 SPI Pharma
2 Seqens
3 DKSH
2 Jai Radhe Sales
5 Faran Shimi Pharmaceutical
8 Boai NKY Pharmaceuticals Ltd
1 Chynops Pharma
12 Gangwal Healthcare
6 Nanjing Well Pharmaceutical
1 Pfanstiehl
1 ACG Worldwide
5 Actylis
1 Aeon Procare
2 Alcedo Pharmachem
7 Anhui Sunhere Pharmaceutical Excipients Co.,Ltd
1 Avesta Pharma
26 BASF
2 Clariant
10 Corel Pharma Chem
5 DFE Pharma
2 Finar
12 Gangwal Chemicals
5 Ideal Cures Pvt Ltd
3 Ingredion Pharma Solutions
37 Kerry
3 Kima Chemical
6 Lonza Capsugel
15 Microlex e.U
2 Nanjing Bold Chemical
1 NEWEDGE Overseas
2 Nomisma Healthcare
3 Novo Excipients
4 Pharmatrans-Sanaq
5 Pluviaendo
3 Prachin Chemical
1 Qianhao Chemical (Hebei) Co., Ltd
1 Qualicaps
17 Roquette
13 Seppic
6 Shanghai Shenmei Pharmaceutical Technology Co., Ltd
1 Shanghai Welltone Material Technology Co., Ltd
1 Shijiazhuang Huaxu Pharmaceutical
10 Sigachi Industries
2 The Dow Chemical Company
2 Ulanqab Kema New Material
1 Valens Pharmachem
2 Vasa Pharmachem

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90 Fillers, Diluents & Binders, 46 Coating Systems & Additives, 46 Direct Compression, 31 Solubilizers, 29 Thickeners and Stabilizers, 28 Controlled & Modified Release, 25 Disintegrants & Superdisintegrants, 25 Granulation, 22 Lubricants & Glidants, 22 Co-Processed Excipients, 20 Chewable & Orodispersible Aids, 19 Parenteral, 18 Topical, 15 Taste Masking, 14 Film Formers & Plasticizers, 9 Emulsifying Agents, 7 API Stability Enhancers, 5 Empty Capsules, 4 Rheology Modifiers, 4 Vegetarian Capsules, 4 Surfactant & Foaming Agents, 4 Coloring Agents

DIGITAL CONTENT

2 DATA COMPILATION #PharmaFlow, 28 NEWS #PharmaBuzz

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2 DATA COMPILATION #PharmaFlow
28 NEWS #PharmaBuzz

GLOBAL SALES INFORMATION

2 US Medicaid Prescriptions, 29 Finished Drug Prices, 3 Annual Reports

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2 US Medicaid Prescriptions
29 Finished Drug Prices
3 Annual Reports

MARKET PLACE

3 APIs

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3 APIs

PATENTS & EXCLUSIVITIES

6 Health Canada Patents

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6 Health Canada Patents

REF. STANDARDS & IMPURITIES

2 EDQM , 2 USP , 2 Others

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2 EDQM
2 USP
2 Others

ANALYTICAL

3 BioAnalytical Methods

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3 BioAnalytical Methods

Synopsis

ACTIVE PHARMA INGREDIENTS

API Suppliers

USDMF

CEP/COS

JDMF

EU WC

KDMF

NDC API

VMF

Listed Suppliers

API REF. PRICE (USD/KG)

$ 877

MARKET PLACE

API

FDF

31INTERMEDIATES

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)

73,227,593

Annual Reports (USD Million)

533

Finished Drug Prices

279 RELATED EXCIPIENT COMPANIES

487EXCIPIENTS BY APPLICATIONS

Chemistry

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Also known as: 82640-04-8, Raloxifene hcl, Evista, Keoxifene hydrochloride, Keoxifene, Optruma

Molecular Formula

C₂₈H₂₈ClNO₄S

Molecular Weight

510.0 g/mol

InChI Key

BKXVVCILCIUCLG-UHFFFAOYSA-N

FDA UNII

4F86W47BR6

A second generation selective estrogen receptor modulator (SERM) used to prevent osteoporosis in postmenopausal women. It has estrogen agonist effects on bone and cholesterol metabolism but behaves as a complete estrogen antagonist on mammary gland and uterine tissue.

1 2D Structure

Raloxifene Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[6-hydroxy-2-(4-hydroxyphenyl)-1-benzothiophen-3-yl]-[4-(2-piperidin-1-ylethoxy)phenyl]methanone;hydrochloride

2.1.2 InChI

InChI=1S/C28H27NO4S.ClH/c30-21-8-4-20(5-9-21)28-26(24-13-10-22(31)18-25(24)34-28)27(32)19-6-11-23(12-7-19)33-17-16-29-14-2-1-3-15-29;/h4-13,18,30-31H,1-3,14-17H2;1H

2.1.3 InChI Key

BKXVVCILCIUCLG-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CCN(CC1)CCOC2=CC=C(C=C2)C(=O)C3=C(SC4=C3C=CC(=C4)O)C5=CC=C(C=C5)O.Cl

2.2 Other Identifiers

2.2.1 UNII

4F86W47BR6

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Evista

2. Keoxifene

3. Keoxifene Hydrochloride

4. Ly 139481

5. Ly 156758

6. Ly-139481

7. Ly-156758

8. Ly139481

9. Ly156758

10. Raloxifene

11. Raloxifene Hcl

2.3.2 Depositor-Supplied Synonyms

1. 82640-04-8

2. Raloxifene Hcl

3. Evista

4. Keoxifene Hydrochloride

5. Keoxifene

6. Optruma

7. Raloxifene Teva

8. (6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)(4-(2-(piperidin-1-yl)ethoxy)phenyl)methanone Hydrochloride

9. Raloxifene (hydrochloride)

10. Ly 156758

11. Ly156758

12. Ly-156758

13. Nsc-706725

14. 2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethoxy]phenyl}carbonyl)-1-benzothiophen-6-ol Hydrochloride

15. Chebi:50740

16. Evista (raloxifene Hydrochloride)

17. 4f86w47br6

18. 6-hydroxy-2-(p-hydroxyphenyl)benzo(b)thien-3-yl-p-(2-piperidinoethoxy)phenyl Ketone, Hydrochloride

19. Dsstox_cid_14181

20. Dsstox_rid_79119

21. Dsstox_gsid_34181

22. [6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone Hydrochloride

23. [6-hydroxy-2-(4-hydroxyphenyl)-1-benzothiophen-3-yl]-[4-(2-piperidin-1-ylethoxy)phenyl]methanone;hydrochloride

24. Smr000058508

25. Raloxifene Hydrochloride [usan]

26. Ncgc00015889-05

27. Cas-82640-04-8

28. C28h27no4s.hcl

29. Loxifen

30. Unii-4f86w47br6

31. Sr-01000076102

32. Cdt-raloxifene

33. Raloxifene-d4 Hcl

34. Raloxifene Cloridrato

35. Evista (tn)

36. Mfcd01938233

37. Prestwick_1035

38. Raloxifene Hydrochloride [usan:usp]

39. Methanone, Hydrochloride

40. Cloridrato De Raloxifeno

41. Clorhidrato De Raloxifeno

42. Chlorhydrate De Raloxifene

43. Ly139481 Hydrochloride

44. Ly156758 Hydrochloride

45. Chembl1116

46. Schembl19077

47. Mls000859902

48. Mls001332533

49. Mls001332534

50. Mls002222293

51. Raloxifene Hydrochloride, Solid

52. Evista, Raloxifene Hydrochloride

53. Raloxifene Hydrochloride- Bio-x

54. Dtxsid1034181

55. Ly156758 (keoxifene) Hcl

56. Ly-139481 Hcl

57. Hms1570n05

58. Pharmakon1600-01505622

59. Amy23426

60. Bcp05713

61. Raloxifene Hydrochloride (jan/usp)

62. Tox21_110255

63. Tox21_302369

64. Tox21_501051

65. Hy-13738a

66. Nsc706725

67. Nsc759285

68. Raloxifene Hydrochloride [mi]

69. S1227

70. Raloxifene Hydrochloride [jan]

71. Akos008131940

72. Tox21_110255_1

73. Ac-8390

74. Ccg-213497

75. Cs-1775

76. Ds-2162

77. Ks-1102

78. Lp01051

79. Nc00665

80. Nsc 706725

81. Nsc 759285

82. Nsc-759285

83. Raloxifene Hydrochloride [mart.]

84. Raloxifene Hydrochloride [vandf]

85. Ncgc00015889-03

86. Ncgc00015889-11

87. Ncgc00092353-01

88. Ncgc00092353-03

89. Ncgc00094334-01

90. Ncgc00094334-02

91. Ncgc00255153-01

92. Ncgc00261736-01

93. Raloxifene Hydrochloride [usp-rs]

94. Raloxifene Hydrochloride [who-dd]

95. Br164310

96. Methanone, (6-hydroxy-2-(4-hydroxyphenyl)benzo(b)thien-3-yl)(4-(2-(1-piperidinyl)ethoxy)phenyl)-, Hydrochloride

97. Methanone, [6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]-,hydrochloride (1:1)

98. Raloxifene Hydrochloride [ema Epar]

99. Eu-0101051

100. Ft-0630912

101. R0109

102. Sw197106-5

103. En300-52517

104. Raloxifene Hydrochloride [orange Book]

105. D02217

106. R 1402

107. Raloxifene Hydrochloride [ep Monograph]

108. Raloxifene Hydrochloride [usp Impurity]

109. Raloxifene Hydrochloride [usp Monograph]

110. 640r048

111. A840401

112. Q-201656

113. Sr-01000076102-2

114. Sr-01000076102-9

115. Q27122215

116. (6-oxo-1,6-dihydro-pyridazin-3-yloxy)-aceticacid

117. Raloxifene Hydrochloride, European Pharmacopoeia (ep) Reference Standard

118. Raloxifene Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

119. Raloxifene Hydrochloride, United States Pharmacopeia (usp) Reference Standard

120. (6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)-(4-(2-(piperidin-1-yl)ethoxy)phenyl)methanone Hydrochloride

121. (6-oh-2-(4-oh-ph)benzo[b]thiophen-3-yl)(4-(2-(piperidin-1-yl)ethoxy)ph)methanone Hydrochloride

122. [6-hydroxy-2-(4-hydroxyphenyl)-1-benzothien-3-yl][4-(2-piperidin-1-ylethoxy)phenyl]methanone Hydrochloride

123. [6-hydroxy-2-(4-hydroxyphenyl)-benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]-methanone Hydrochloride

124. [6-hydroxy-2-(4-hydroxyphenyl)benzo [b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]-methanone Hydrochloride

125. [6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]-methanone Hydrochloride

126. [6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]-methanone, Monohydrochloride

127. [6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone Hydrochloride

128. [6-hydroxy-2[4-hydroxyphenyl)benzo [b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone Hydrochloride

129. [6-hydroxy-2[4-hydroxyphenyl)benzo [b]thien3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone Hydrochloride

130. [6-hydroxy-2[4-hydroxyphenyl)benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone Hydrochloride

131. 1-[2-(4-{[6-hydroxy-2-(4-hydroxyphenyl)-1-benzothiophen-3-yl]carbonyl}phenoxy)ethyl]piperidinium Chloride

132. 6-hydroxy-2-(4-hydroxyphenyl)-3-[ 4-(2-piperidinoethoxy)benzoyl]benzo[b]thiophene, Hydrochloride

133. 6-hydroxy-2-(4-hydroxyphenyl)-3-[4-(2-piperidinoethoxy)benzoyl]-benzo[b]-thiophene Hydrochloride

134. 6-hydroxy-2-(4-hydroxyphenyl)-3-[4-(2-piperidinoethoxy)benzoyl]-benzo[b]thiophene Hydrochloride

135. 6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thien-3-yl 4-[2-(1-piperidinyl)ethoxy]phenyl Methanone Hydrochloride

136. 6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl 4-[2-(1-piperidinyl)ethoxy]phenyl Ketone Hydrochloride

137. 6-hydroxy-2-(p-hydroxyphenyl)benzo(.beta.)thien-3-yl-p-(2-piperidinoethoxy)phenyl Ketone, Hydrochloride

138. Methanone, (6-hydroxy-2-(4-hydroxyphenyl)benzo(.beta.)thien-3-yl)(4-(2-(1-piperidinyl)ethoxy)phenyl)-, Hydrochloride

139. Methanone, [6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]-, Hydrochloride (1:1)

140. Raloxifene Hydrochloride For Peak Identification, European Pharmacopoeia (ep) Reference Standard

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₂₈H₂₈ClNO₄S
Molecular Weight	510.0 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	7
Exact Mass	509.1427572 g/mol
Monoisotopic Mass	509.1427572 g/mol
Topological Polar Surface Area	98.2 Å²
Heavy Atom Count	35
Formal Charge	0
Complexity	655
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Evista
PubMed Health	Raloxifene (By mouth)
Drug Classes	Antineoplastic Agent, Endocrine-Metabolic Agent
Drug Label	EVISTA (raloxifene hydrochloride) is an estrogen agonist/antagonist, commonly referred to as a selective estrogen receptor modulator (SERM) that belongs to the benzothiophene class of compounds. The chemical structure is:The chemical designation is m...
Active Ingredient	Raloxifene hydrochloride
Dosage Form	Tablet
Route	oral; Oral
Strength	60mg
Market Status	Prescription
Company	Lilly

2 of 4
Drug Name	Raloxifene hydrochloride
Drug Label	EVISTA (raloxifene hydrochloride) is an estrogen agonist/antagonist, commonly referred to as a selective estrogen receptor modulator (SERM) that belongs to the benzothiophene class of compounds. The chemical structure is:The chemical designation is m...
Active Ingredient	Raloxifene hydrochloride
Dosage Form	Tablet
Route	oral; Oral
Strength	60mg
Market Status	Tentative Approval; Prescription
Company	Teva Pharms Usa; Invagen Pharms; Watson Labs

3 of 4
Drug Name	Evista
PubMed Health	Raloxifene (By mouth)
Drug Classes	Antineoplastic Agent, Endocrine-Metabolic Agent
Drug Label	EVISTA (raloxifene hydrochloride) is an estrogen agonist/antagonist, commonly referred to as a selective estrogen receptor modulator (SERM) that belongs to the benzothiophene class of compounds. The chemical structure is:The chemical designation is m...
Active Ingredient	Raloxifene hydrochloride
Dosage Form	Tablet
Route	oral; Oral
Strength	60mg
Market Status	Prescription
Company	Lilly

4 of 4
Drug Name	Raloxifene hydrochloride
Drug Label	EVISTA (raloxifene hydrochloride) is an estrogen agonist/antagonist, commonly referred to as a selective estrogen receptor modulator (SERM) that belongs to the benzothiophene class of compounds. The chemical structure is:The chemical designation is m...
Active Ingredient	Raloxifene hydrochloride
Dosage Form	Tablet
Route	oral; Oral
Strength	60mg
Market Status	Tentative Approval; Prescription
Company	Teva Pharms Usa; Invagen Pharms; Watson Labs

4.2 Drug Indication

Optruma is indicated for the treatment and prevention of osteoporosis in post-menopausal women. A significant reduction in the incidence of vertebral, but not hip fractures has been demonstrated. When determining the choice of Optruma or other therapies, including oestrogens, for an individual postmenopausal woman, consideration should be given to menopausal symptoms, effects on uterine and breast tissues, and cardiovascular risks and benefits (see section 5. 1).

Evista is indicated for the treatment and prevention of osteoporosis in post-menopausal women. A significant reduction in the incidence of vertebral, but not hip fractures has been demonstrated. When determining the choice of Evista or other therapies, including oestrogens, for an individual postmenopausal woman, consideration should be given to menopausal symptoms, effects on uterine and breast tissues, and cardiovascular risks and benefits.

Raloxifene is indicated for the treatment and prevention of osteoporosis in postmenopausal women. A significant reduction in the incidence of vertebral, but not hip fractures has been demonstrated.

When determining the choice of raloxifene or other therapies, including oestrogens, for an individual postmenopausal woman, consideration should be given to menopausal symptoms, effects on uterine and breast tissues, and cardiovascular risks and benefits.

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Selective Estrogen Receptor Modulators

A structurally diverse group of compounds distinguished from ESTROGENS by their ability to bind and activate ESTROGEN RECEPTORS but act as either an agonist or antagonist depending on the tissue type and hormonal milieu. They are classified as either first generation because they demonstrate estrogen agonist properties in the ENDOMETRIUM or second generation based on their patterns of tissue specificity. (Horm Res 1997;48:155-63) (See all compounds classified as Selective Estrogen Receptor Modulators.)

Bone Density Conservation Agents

Agents that inhibit BONE RESORPTION and/or favor BONE MINERALIZATION and BONE REGENERATION. They are used to heal BONE FRACTURES and to treat METABOLIC BONE DISEASES such as OSTEOPOROSIS. (See all compounds classified as Bone Density Conservation Agents.)

Estrogen Antagonists

Compounds which inhibit or antagonize the action or biosynthesis of estrogenic compounds. (See all compounds classified as Estrogen Antagonists.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Selective Estrogen Receptor Modulators [MoA]; Estrogen Agonist/Antagonist [EPC]

5.3 ATC Code

G03XC01

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About the Company : Founded in 1984, DRL is well-known for its generic APIs and its track record in drug product development. It is one of the earliest pharma API manufacturers with a diverse portfoli...

Founded in 1984, DRL is well-known for its generic APIs and its track record in drug product development. It is one of the earliest pharma API manufacturers with a diverse portfolio that provides high-quality, low-cost APIs to leading pharma companies in 80+ countries. It has 8 USFDA-inspected facilities – 6 in India & 1 each in Mexico & the UK & are inspected by international regulatory authorities on a regular basis. Its facilities are supplemented by formulation facilities that provide a wide range of dosage forms. Product(s) under patent(s) are offered only for R&D purposes U/S 107A of the Patent Act and not for commercial sale

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HRV Global is a leading global manufacturer, seller & exporter of a wide range of APIs, advanced intermediates, pellets, food grade chemicals, food additives & food ingredients. It offers services such as sourcing, manufacturing & supply, helping partners enter new markets worldwide. Its strong partnerships with major players in the pharma and food additive industries help HRV Global effectively promote projects and products. HRV Global represents over 30 large Indian drugmakers, primarily targeting Europe, the US & the Middle East markets. Headquartered in India, HRV Global has offices in the US, Switzerland, Dubai, Lithuania & Turkey.

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