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Chemistry

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Also known as: 665-66-7, 1-adamantanamine hydrochloride, Amantadine hcl, Symmetrel, 1-aminoadamantane hydrochloride, Adamantan-1-amine hydrochloride
Molecular Formula
C10H18ClN
Molecular Weight
187.71  g/mol
InChI Key
WOLHOYHSEKDWQH-UHFFFAOYSA-N
FDA UNII
M6Q1EO9TD0

Amantadine Hydrochloride
An antiviral that is used in the prophylactic or symptomatic treatment of influenza A. It is also used as an antiparkinsonian agent, to treat extrapyramidal reactions, and for postherpetic neuralgia. The mechanisms of its effects in movement disorders are not well understood but probably reflect an increase in synthesis and release of dopamine, with perhaps some inhibition of dopamine uptake.
1 2D Structure

Amantadine Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
adamantan-1-amine;hydrochloride
2.1.2 InChI
InChI=1S/C10H17N.ClH/c11-10-4-7-1-8(5-10)3-9(2-7)6-10;/h7-9H,1-6,11H2;1H
2.1.3 InChI Key
WOLHOYHSEKDWQH-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1C2CC3CC1CC(C2)(C3)N.Cl
2.2 Other Identifiers
2.2.1 UNII
M6Q1EO9TD0
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1 Aminoadamantane

2. 1-aminoadamantane

3. Adamantylamine

4. Adekin

5. Al, Amantadin

6. Aman

7. Amanta

8. Amanta Hci Azu

9. Amanta-hci-azu

10. Amantadin Al

11. Amantadin Azu

12. Amantadin Neuraxpharm

13. Amantadin Ratiopharm

14. Amantadin Stada

15. Amantadin-neuraxpharm

16. Amantadin-ratiopharm

17. Amantadina Juventus

18. Amantadina Llorente

19. Amantadine

20. Amantadinneuraxpharm

21. Amantadinratiopharm

22. Amantahciazu

23. Amixx

24. Azu, Amantadin

25. Cerebramed

26. Endantadine

27. Gen Amantadine

28. Gen-amantadine

29. Genamantadine

30. Hydrochloride, Amantadine

31. Infecto Flu

32. Infecto-flu

33. Infectoflu

34. Infex

35. Juventus, Amantadina

36. Llorente, Amantadina

37. Mantadix

38. Midantan

39. Pms Amantadine

40. Pms-amantadine

41. Pmsamantadine

42. Stada, Amantadin

43. Symadine

44. Symmetrel

45. Tregor

46. Viregyt

47. Wiregyt

2.3.2 Depositor-Supplied Synonyms

1. 665-66-7

2. 1-adamantanamine Hydrochloride

3. Amantadine Hcl

4. Symmetrel

5. 1-aminoadamantane Hydrochloride

6. Adamantan-1-amine Hydrochloride

7. 1-adamantylamine Hydrochloride

8. Adamantanamine Hydrochloride

9. Amazolon

10. Midantan

11. Midantane

12. Mydantane

13. Virofral

14. Symadine

15. Influenol

16. Mantadix

17. Trivaline

18. Amantan

19. Virasol

20. Viregyt

21. Virosol

22. Amantadine (hydrochloride)

23. 1-adamantanamine, Hydrochloride

24. Adamantylamine Hydrochloride

25. Aminoadamantane Hydrochloride

26. Adamantine Hydrochloride

27. Exp-105-1

28. 1-adamantanamine Hcl

29. Exp 105-1

30. Nsc 83653

31. Osmolex

32. Mfcd00074723

33. Nsc-83653

34. Adamantan-1-amine;hydrochloride

35. Mls000028731

36. Gp 38026

37. Tricyclo[3.3.1.13,7]decan-1-amine, Hydrochloride

38. M6q1eo9td0

39. Ads-5102

40. Amantadine Hydrochloride (symmetrel)

41. Tricyclo(3.3.1.1(sup 3,7))decan-1-amine, Hydrochloride

42. Smr000059204

43. 665-66-7 (hcl)

44. Tricyclo(3.3.1.13,7)decan-1-amine, Hydrochloride

45. Adamantan-1-aminium Chloride

46. Chebi:2619

47. 1-adamantanamine Hydrochloride;1-adamantylamine Hydrochloride;1-aminoadamantane Hydrochloride

48. 1-adamantanaminehydrochloride

49. 1-aminoadamantene Hydrochloride

50. Nsc83653

51. Einecs 211-560-2

52. Unii-m6q1eo9td0

53. Cerebramed

54. Adamine

55. Hofcomant

56. Lysovir

57. Mantadan

58. Mantadine

59. Nurelin

60. Adamin

61. Ai3-52211

62. Sr-01000075353

63. Symmetrel (tn)

64. Osmolex Er (tn)

65. Gocovri (tn)

66. Amantadinehydrochloride

67. Amantadine Hydrochloride [usan:usp:jan]

68. Opera_id_671

69. Adamantamine Hydrochloride

70. Ec 211-560-2

71. Adamantyl Amine Hydrochloride

72. 1-adamantanamin Hydrochlorid

73. C10h17n.hcl

74. Chembl1569

75. Schembl40713

76. Adamantan-1-aminehydrochloride

77. Mls002153257

78. Mls003899199

79. Spectrum1500110

80. Hy-b0402a

81. 1-aminoada- Mantane Hydrochloride

82. Amy3568

83. Dtxsid50874031

84. N04bb01

85. Hms1920a19

86. Pharmakon1600-01500110

87. Ads-5101

88. Bcp11857

89. Str01017

90. Tox21_500004

91. A3a501

92. Amantadine Hydrochloride [mi]

93. Ccg-38899

94. Nsc755860

95. S2451

96. Tricyclo[3.3.1.13, Hydrochloride

97. Amantadine Hydrochloride (jp17/usp)

98. Amantadine Hydrochloride [jan]

99. Akos015900347

100. Akos015951188

101. Ac-8689

102. Amantadine Hydrochloride [usan]

103. Lp00004

104. Nc00489

105. Nsc-755860

106. Amantadine Hydrochloride [mart.]

107. Amantadine Hydrochloride [vandf]

108. 1-adamantylammonium;1-adamantanamine Hcl

109. Amantadine Hydrochloride [usp-rs]

110. Amantadine Hydrochloride [who-dd]

111. Ncgc00093531-01

112. Ncgc00093531-02

113. Ncgc00093531-03

114. Ncgc00093531-04

115. Ncgc00260689-01

116. Ba166177

117. Smr001370746

118. A0588

119. Eu-0100004

120. Ft-0622248

121. Sw219892-1

122. (3r,5s,7s)-adamantan-1-amine Hydrochloride

123. Amantadine Hydrochloride [orange Book]

124. A 1260

125. Amantadine Hydrochloride [ep Monograph]

126. Amantadine Hydrochloride [usp Monograph]

127. C07939

128. D00777

129. F15409

130. Wln: L66 B6 A B- C 1b Itj Bz &gh

131. A835493

132. Amantadine Hydrochlorid 100 Microg/ml In Methanol

133. Amantadine Hydrochloride 1000 Microg/ml In Methanol

134. J-650095

135. J-650235

136. Q-200621

137. Sr-01000075353-1

138. Tricyclo[3.3.1.1 3,7]decan-1-amine Hydrochloride

139. Tricyclo[3.3.1.13,7]decan-1-amine Hydrochloride

140. Q27105739

141. F3111-1111

142. Tricyclo(3.3.1.13,7)decan-1-amine, Hydrochloride (1:1)

143. Amantadine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

144. Amantadine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

145. Amantadine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

146. 1-aminoadamantane Hydrochloride; 1-adamantanamine Hydrochloride; 1-adamantylamine Hydrochloride

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 187.71 g/mol
Molecular Formula C10H18ClN
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Exact Mass187.1127773 g/mol
Monoisotopic Mass187.1127773 g/mol
Topological Polar Surface Area26 Ų
Heavy Atom Count12
Formal Charge0
Complexity144
Isotope Atom Count0
Defined Atom Stereocenter Count0
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 2  
Drug NameAmantadine hydrochloride
Drug LabelAmantadine hydrochloride, USP is designated generically as amantadine hydrochloride and chemically as 1-adamantanamine hydrochloride.Amantadine hydrochloride is a stable white or nearly white crystalline powder, freely soluble in water and soluble in...
Active IngredientAmantadine hydrochloride
Dosage FormTablet; Syrup; Capsule
RouteOral
Strength100mg; 50mg/5ml
Market StatusPrescription
CompanyWockhardt; Silarx; Hi Tech Pharma; Carolina Medcl; Pharm Assoc; Vintage; Usl Pharma; Banner Pharmacaps; Sandoz; Mikart

2 of 2  
Drug NameAmantadine hydrochloride
Drug LabelAmantadine hydrochloride, USP is designated generically as amantadine hydrochloride and chemically as 1-adamantanamine hydrochloride.Amantadine hydrochloride is a stable white or nearly white crystalline powder, freely soluble in water and soluble in...
Active IngredientAmantadine hydrochloride
Dosage FormTablet; Syrup; Capsule
RouteOral
Strength100mg; 50mg/5ml
Market StatusPrescription
CompanyWockhardt; Silarx; Hi Tech Pharma; Carolina Medcl; Pharm Assoc; Vintage; Usl Pharma; Banner Pharmacaps; Sandoz; Mikart

4.2 Drug Indication

Treatment of Parkinson's disease and parkinsonism


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Antiparkinson Agents

Agents used in the treatment of Parkinson's disease. The most commonly used drugs act on the dopaminergic system in the striatum and basal ganglia or are centrally acting muscarinic antagonists. (See all compounds classified as Antiparkinson Agents.)


Antiviral Agents

Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)


Analgesics, Non-Narcotic

A subclass of analgesic agents that typically do not bind to OPIOID RECEPTORS and are not addictive. Many non-narcotic analgesics are offered as NONPRESCRIPTION DRUGS. (See all compounds classified as Analgesics, Non-Narcotic.)


Dopamine Agents

Any drugs that are used for their effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons. (See all compounds classified as Dopamine Agents.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
M2 Protein Inhibitors [MoA]; Influenza A M2 Protein Inhibitor [EPC]

API Reference Price

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27-Jan-2021
24-Jan-2025
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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 1...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 129MG BASE

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 1...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 161MG BASE

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 1...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 193MG BASE

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 2...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 258MG BASE

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Amantadine Hydrochloride manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Amantadine Hydrochloride API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Amantadine Hydrochloride manufacturer or Amantadine Hydrochloride supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Amantadine Hydrochloride manufacturer or Amantadine Hydrochloride supplier.

PharmaCompass also assists you with knowing the Amantadine Hydrochloride API Price utilized in the formulation of products. Amantadine Hydrochloride API Price is not always fixed or binding as the Amantadine Hydrochloride Price is obtained through a variety of data sources. The Amantadine Hydrochloride Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Amantadine Hydrochloride

Synonyms

665-66-7, 1-adamantanamine hydrochloride, Amantadine hcl, Symmetrel, 1-aminoadamantane hydrochloride, Adamantan-1-amine hydrochloride

Cas Number

665-66-7

Unique Ingredient Identifier (UNII)

M6Q1EO9TD0

About Amantadine Hydrochloride

An antiviral that is used in the prophylactic or symptomatic treatment of influenza A. It is also used as an antiparkinsonian agent, to treat extrapyramidal reactions, and for postherpetic neuralgia. The mechanisms of its effects in movement disorders are not well understood but probably reflect an increase in synthesis and release of dopamine, with perhaps some inhibition of dopamine uptake.

Amantadine Hydrochloride Manufacturers

A Amantadine Hydrochloride manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Amantadine Hydrochloride, including repackagers and relabelers. The FDA regulates Amantadine Hydrochloride manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Amantadine Hydrochloride API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Amantadine Hydrochloride manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Amantadine Hydrochloride Suppliers

A Amantadine Hydrochloride supplier is an individual or a company that provides Amantadine Hydrochloride active pharmaceutical ingredient (API) or Amantadine Hydrochloride finished formulations upon request. The Amantadine Hydrochloride suppliers may include Amantadine Hydrochloride API manufacturers, exporters, distributors and traders.

click here to find a list of Amantadine Hydrochloride suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Amantadine Hydrochloride USDMF

A Amantadine Hydrochloride DMF (Drug Master File) is a document detailing the whole manufacturing process of Amantadine Hydrochloride active pharmaceutical ingredient (API) in detail. Different forms of Amantadine Hydrochloride DMFs exist exist since differing nations have different regulations, such as Amantadine Hydrochloride USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Amantadine Hydrochloride DMF submitted to regulatory agencies in the US is known as a USDMF. Amantadine Hydrochloride USDMF includes data on Amantadine Hydrochloride's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Amantadine Hydrochloride USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Amantadine Hydrochloride suppliers with USDMF on PharmaCompass.

Amantadine Hydrochloride JDMF

The Pharmaceuticals and Medical Devices Agency (PMDA) established the Japan Drug Master File (JDMF), also known as the Master File (MF), to permit Japanese and foreign manufacturers of drug substances, intermediates, excipients, raw materials, and packaging materials (‘Products’) to voluntarily register confidential information about the production and management of their products in Japan.

The Amantadine Hydrochloride Drug Master File in Japan (Amantadine Hydrochloride JDMF) empowers Amantadine Hydrochloride API manufacturers to present comprehensive information (e.g., production methods, data, etc.) to the review authority, i.e., PMDA (Pharmaceuticals & Medical Devices Agency).

PMDA reviews the Amantadine Hydrochloride JDMF during the approval evaluation for pharmaceutical products. At the time of Amantadine Hydrochloride JDMF registration, PMDA checks if the format is accurate, if the necessary items have been included (application), and if data has been attached.

click here to find a list of Amantadine Hydrochloride suppliers with JDMF on PharmaCompass.

Amantadine Hydrochloride CEP

A Amantadine Hydrochloride CEP of the European Pharmacopoeia monograph is often referred to as a Amantadine Hydrochloride Certificate of Suitability (COS). The purpose of a Amantadine Hydrochloride CEP is to show that the European Pharmacopoeia monograph adequately controls the purity of Amantadine Hydrochloride EP produced by a given manufacturer. Suppliers of raw materials can prove the suitability of Amantadine Hydrochloride to their clients by showing that a Amantadine Hydrochloride CEP has been issued for it. The manufacturer submits a Amantadine Hydrochloride CEP (COS) as part of the market authorization procedure, and it takes on the role of a Amantadine Hydrochloride CEP holder for the record. Additionally, the data presented in the Amantadine Hydrochloride CEP (COS) is managed confidentially and offers a centralized system acknowledged by numerous nations, exactly like the Amantadine Hydrochloride DMF.

A Amantadine Hydrochloride CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Amantadine Hydrochloride CEPs may be accepted in nations that are not members of the Ph. Eur. at the discretion of the authorities there.

click here to find a list of Amantadine Hydrochloride suppliers with CEP (COS) on PharmaCompass.

Amantadine Hydrochloride NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Amantadine Hydrochloride as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Amantadine Hydrochloride API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Amantadine Hydrochloride as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Amantadine Hydrochloride and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Amantadine Hydrochloride NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Amantadine Hydrochloride suppliers with NDC on PharmaCompass.

Amantadine Hydrochloride GMP

Amantadine Hydrochloride Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Amantadine Hydrochloride GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Amantadine Hydrochloride GMP manufacturer or Amantadine Hydrochloride GMP API supplier for your needs.

Amantadine Hydrochloride CoA

A Amantadine Hydrochloride CoA (Certificate of Analysis) is a formal document that attests to Amantadine Hydrochloride's compliance with Amantadine Hydrochloride specifications and serves as a tool for batch-level quality control.

Amantadine Hydrochloride CoA mostly includes findings from lab analyses of a specific batch. For each Amantadine Hydrochloride CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Amantadine Hydrochloride may be tested according to a variety of international standards, such as European Pharmacopoeia (Amantadine Hydrochloride EP), Amantadine Hydrochloride JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Amantadine Hydrochloride USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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