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Cyclobenzaprine

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16 USDMF
1 JDMF
6 EU WC
23 NDC API
18 Listed Suppliers
$ API Reference Price

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88 FDF Dossiers, 56 FDA Orange Book, 1 Europe, 11 Canada, 2 South Africa, 18 Listed Dossiers

88 FDF Dossiers
56 FDA Orange Book
1 Europe
11 Canada
2 South Africa
18 Listed Dossiers

DRUG PRODUCT COMPOSITIONS

CAPSULE, EXTENDED RELEASE;ORAL - 15MG, CAPSULE, EXTENDED RELEASE;ORAL - 30MG

drugProductComposition
CAPSULE, EXTENDED RELEASE;ORAL - 15MG
CAPSULE, EXTENDED RELEASE;ORAL - 30MG

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2 US Medicaid Prescriptions, 8 Finished Drug Prices

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2 US Medicaid Prescriptions
8 Finished Drug Prices

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10 APIs, 1 FDF Dossiers

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3 USP , 5 Others

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Synopsis

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Canada

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43DRUGS IN DEVELOPMENT

DRUG PRODUCT COMPOSITIONS

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Annual Reports (USD Million)

Finished Drug Prices

252 RELATED EXCIPIENT COMPANIES

424EXCIPIENTS BY APPLICATIONS

Chemistry

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Also known as: 6202-23-9, Cyclobenzaprine hcl, Flexeril, Flexiban, Amrix, Lisseril

Molecular Formula

C₂₀H₂₂ClN

Molecular Weight

311.8 g/mol

InChI Key

VXEAYBOGHINOKW-UHFFFAOYSA-N

FDA UNII

0VE05JYS2P

Cyclobenzaprine Hydrochloride is a centrally acting muscle relaxant, chemically similar to amitriptyline hydrochloride with antidepressant activity. The exact mechanism of action of cyclobenzaprine hydrochloride has not been fully determined. However, it primarily acts at the brain stem to reduce tonic somatic motor activity, influencing both gamma and alpha motor neurons. This leads to a reduction in muscle spasms.

1 2D Structure

Cyclobenzaprine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N,N-dimethyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenylidene)propan-1-amine;hydrochloride

2.1.2 InChI

InChI=1S/C20H21N.ClH/c1-21(2)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20;/h3-6,8-14H,7,15H2,1-2H3;1H

2.1.3 InChI Key

VXEAYBOGHINOKW-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN(C)CCC=C1C2=CC=CC=C2C=CC3=CC=CC=C31.Cl

2.2 Other Identifiers

2.2.1 UNII

0VE05JYS2P

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cyclobenzaprine

2. Flexeril

3. Lisseril

2.3.2 Depositor-Supplied Synonyms

1. 6202-23-9

2. Cyclobenzaprine Hcl

3. Flexeril

4. Flexiban

5. Amrix

6. Lisseril

7. 3-(5h-dibenzo[a,d][7]annulen-5-ylidene)-n,n-dimethylpropan-1-amine Hydrochloride

8. Cyclobenzaprine (hydrochloride)

9. Mk 130 Hydrochloride

10. Proheptatriene Hydrochloride

11. Mk130 Hydrochloride

12. Proheptatriene Monohydrochloride

13. Tnx-102

14. Nsc-78206

15. Nsc-169900

16. Nsc-173379

17. 0ve05jys2p

18. Chebi:3997

19. 5-(3-dimethylaminopropylidene)dibenzo[a,e]cycloheptatriene Hydrochloride

20. 1-propanamine, 3-(5h-dibenzo(a,d)cyclohepten-5-ylidene)-n,n-dimethyl-, Hydrochloride

21. N,n-dimethyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenylidene)propan-1-amine;hydrochloride

22. Cycloflex

23. Tensodox

24. Cloben

25. Cyben

26. Novo-cycloprine

27. Flexeril Hydrochloride

28. Dsstox_cid_25105

29. Dsstox_rid_80672

30. Dsstox_gsid_45105

31. Tabradol

32. Yurelax

33. Miosan

34. Mk-130 Hcl

35. Multi-relax

36. 10,11.delta.-amitriptyline Hydrochloride

37. Proheptatrien Monohydrochloride

38. Wln: L C676 Bhj B3n1&1 &gh

39. Nsc78206

40. 5h-dibenzo[a, N,n-dimethyl-, Hydrochloride

41. Nsc169900

42. Nsc173379

43. Sr-01000075761

44. Cyclobenzaprine Hydrochloride [usan]

45. Einecs 228-264-4

46. Cas-6202-23-9

47. Nsc 78206

48. Unii-0ve05jys2p

49. Nsc 169900

50. Nsc 173379

51. 10,11delta-amitriptyline Hydrochloride

52. 5h-dibenzo[a,.gamma.-propylamine, N,n-dimethyl-, Hydrochloride

53. N,d]cycloheptene-.delta.,5.gamma.-propylamine, Hydrochloride

54. Tonmya

55. 1-propanamine,d]cyclohepten-5-ylidene)-n,n-dimethyl-, Hydrochloride

56. N,d]cycloheptene-.delta.(sup5,.gamma.)-propylamine Hydrochloride

57. 5-[3-(dimethylamino)propylidene]-5h-dibenzo-[a,d]cycloheptene Hydrochloride

58. 3-(dibenzo[2,1-b:1',2'-e][7]annulen-11-ylidene)-n,n-dimethylpropan-1-amine;hydrochloride

59. Flexeril (tn)

60. Prestwick_790

61. Mfcd00079039

62. Cyclobenzaprine Hydrochloride [usan:usp]

63. Nortriptyline Impurity E

64. 5-(3-dimethylaminopropylidene)-5h-dibenzo-(a,d)cycloheptene Hydrochloride

65. N,n-dimethyl-5h-dibenzo(a,d)cycloheptene-delta(sup 5,gamma)-propylamine Hydrochloride

66. Schembl41376

67. Mls002153815

68. Mk-130 Hydrochloride

69. Spectrum1503207

70. Amy502

71. Tnx-102 Sl

72. Chembl1200636

73. Dtxsid2045105

74. Tnx-105

75. Hms1569i12

76. Hms1922i11

77. Pharmakon1600-01503207

78. Act06294

79. Bcp21781

80. Cyclobenzaprine Hydrochloride (usp)

81. Eur-1002

82. Hy-b0740

83. Tox21_110040

84. Tox21_500303

85. Ccg-39312

86. Nsc758414

87. S4283

88. 3-(5h-dibenzo(a,d)cyclohepten-5-ylidene)propyl(dimethyl)ammonium Chloride

89. Akos015906329

90. Tox21_110040_1

91. Ac-1916

92. Bcp9000565

93. Lp00303

94. Nsc-758414

95. Sb19022

96. 5h-dibenzo(a,d)cycloheptene-delta(sup 5)-gamma-propylamine, N,n-dimethyl-, Hydrochloride

97. 5h-dibenzo(a,d)cycloheptene-delta5,gamma-propylamine, N,n-dimethyl-, Hydrochloride

98. Ncgc00013841-01

99. Ncgc00013841-09

100. Ncgc00093752-01

101. Ncgc00093752-02

102. Ncgc00093752-03

103. Ncgc00093752-04

104. Ncgc00093752-05

105. Ncgc00095017-01

106. Ncgc00095017-02

107. Ncgc00095017-03

108. Ncgc00095017-04

109. Ncgc00260988-01

110. As-15745

111. Bc181325

112. Cyclobenzaprine Hydrochloride [mi]

113. Smr000326702

114. Cyclobenzaprine Hydrochloride [mart.]

115. Cyclobenzaprine Hydrochloride [vandf]

116. Eu-0100303

117. Ft-0603166

118. Sw196928-3

119. Cyclobenzaprine Hydrochloride [usp-rs]

120. Cyclobenzaprine Hydrochloride [who-dd]

121. A14255

122. C 4542

123. D00772

124. L10029

125. 202c239

126. A854881

127. Cyclobenzaprine Hydrochloride [orange Book]

128. Cyclobenzaprine Hydrochloride [usp Impurity]

129. Cyclobenzaprine Hydrochloride [usp Monograph]

130. Sr-01000075761-1

131. Sr-01000075761-6

132. W-105056

133. Q27106282

134. Cyclobenzaprine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

135. 3-(5h-dibenzo[a,d][7]annulen-5-ylidene)-n,n-dimethylpropan-1-aminehydrochloride

136. 3-(5h-dibenzo[a,d]cyclohepten-5-ylidene)-n,n-dimethylpropan-1-amine Hydrochloride

137. Cyclobenzaprine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

138. N,n-dimethyl-5h-dibenzo(a,d)cycloheptene-delta(5,gamma)-propylamine Hydrochloride

139. 3-(5h-dibenzo[a,d][7]annulen-5-ylidene)-n,n-dimethylpropan-1-amine Hydrochloride (cyclobenzaprine Hydrochloride)

140. Cyclobenzaprine Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

141. N,n-dimethyl-5h-dibenzo(a,d)cycloheptene-(sup .delta.5,.gamma.)-propylamine Hydrochloride

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₂₂ClN
Molecular Weight	311.8 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	3
Exact Mass	311.1440774 g/mol
Monoisotopic Mass	311.1440774 g/mol
Topological Polar Surface Area	3.2 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	365
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	Amrix
PubMed Health	Cyclobenzaprine (By mouth)
Drug Classes	Skeletal Muscle Relaxant, Centrally Acting
Drug Label	AMRIX (Cyclobenzaprine Hydrochloride Extended-Release Capsules) is a skeletal muscle relaxant which relieves muscle spasm of local origin without interfering with muscle function. The active ingredient in AMRIX extended-release capsules is cycloben...
Active Ingredient	Cyclobenzaprine hydrochloride
Dosage Form	Capsule, extended release
Route	Oral
Strength	30mg; 15mg
Market Status	Prescription
Company	Ivax Intl

2 of 4
Drug Name	Cyclobenzaprine hydrochloride
Drug Label	Cyclobenzaprine hydrochloride is a white, crystalline tricyclic amine salt. It has a melting point of 217C, and a pKa of 8.47 at 25C. It is freely soluble in water and alcohol, sparingly soluble in isopropanol, and insoluble in hydrocarbon solven...
Active Ingredient	Cyclobenzaprine hydrochloride
Dosage Form	Tablet; Capsule, extended release
Route	oral; Oral
Strength	5mg; 7.5mg; 30mg; 10mg; 15mg
Market Status	Tentative Approval; Prescription
Company	Vintage Pharms; Twi Pharms; Ranbaxy; Mylan Pharms; Jubilant Cadista; Mutual Pharm; Kvk Tech; Actavis Labs Fl; Orit Labs; Aurobindo Pharma; Prosam Labs; Pliva; Invagen Pharms; Par Pharm

3 of 4
Drug Name	Amrix
PubMed Health	Cyclobenzaprine (By mouth)
Drug Classes	Skeletal Muscle Relaxant, Centrally Acting
Drug Label	AMRIX (Cyclobenzaprine Hydrochloride Extended-Release Capsules) is a skeletal muscle relaxant which relieves muscle spasm of local origin without interfering with muscle function. The active ingredient in AMRIX extended-release capsules is cycloben...
Active Ingredient	Cyclobenzaprine hydrochloride
Dosage Form	Capsule, extended release
Route	Oral
Strength	30mg; 15mg
Market Status	Prescription
Company	Ivax Intl

4 of 4
Drug Name	Cyclobenzaprine hydrochloride
Drug Label	Cyclobenzaprine hydrochloride is a white, crystalline tricyclic amine salt. It has a melting point of 217C, and a pKa of 8.47 at 25C. It is freely soluble in water and alcohol, sparingly soluble in isopropanol, and insoluble in hydrocarbon solven...
Active Ingredient	Cyclobenzaprine hydrochloride
Dosage Form	Tablet; Capsule, extended release
Route	oral; Oral
Strength	5mg; 7.5mg; 30mg; 10mg; 15mg
Market Status	Tentative Approval; Prescription
Company	Vintage Pharms; Twi Pharms; Ranbaxy; Mylan Pharms; Jubilant Cadista; Mutual Pharm; Kvk Tech; Actavis Labs Fl; Orit Labs; Aurobindo Pharma; Prosam Labs; Pliva; Invagen Pharms; Par Pharm

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Antidepressive Agents, Tricyclic

Substances that contain a fused three-ring moiety and are used in the treatment of depression. These drugs block the uptake of norepinephrine and serotonin into axon terminals and may block some subtypes of serotonin, adrenergic, and histamine receptors. However, the mechanism of their antidepressant effects is not clear because the therapeutic effects usually take weeks to develop and may reflect compensatory changes in the central nervous system. (See all compounds classified as Antidepressive Agents, Tricyclic.)

Muscle Relaxants, Central

A heterogeneous group of drugs used to produce muscle relaxation, excepting the neuromuscular blocking agents. They have their primary clinical and therapeutic uses in the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. They have been used also for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in MULTIPLE SCLEROSIS. (From Smith and Reynard, Textbook of Pharmacology, 1991, p358) (See all compounds classified as Muscle Relaxants, Central.)

Tranquilizing Agents

A traditional grouping of drugs said to have a soothing or calming effect on mood, thought, or behavior. Included here are the ANTI-ANXIETY AGENTS (minor tranquilizers), ANTIMANIC AGENTS, and the ANTIPSYCHOTIC AGENTS (major tranquilizers). These drugs act by different mechanisms and are used for different therapeutic purposes. (See all compounds classified as Tranquilizing Agents.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Muscle Relaxant [EPC]; Centrally-mediated Muscle Relaxation [PE]

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API Reference Price

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D6 & D8, SY.NO. 234\/2,234\/3, ,235\/2 & 542\/2, IKP KNOWLEDGE PARK,","city":"TURKAPALLY-V SHAMIRPET HYDERABAD,TE","supplier":"UNITED STATES PHARMACOPEIAL ","supplierCountry":"INDIA","foreign_port":"NA","customer":"UNITED STATES PHARMACOPEIA - INDIA PRIVATE LIMITED","customerCountry":"INDIA","quantity":"0.00","actualQuantity":"0.0004","unit":"KGS","unitRateFc":"1325000","totalValueFC":"554.2","currency":"USD","unitRateINR":"113995375","date":"14-Oct-2022","totalValueINR":"45598.15","totalValueInUsd":"554.2","indian_port":"HYDERABAD AIR","hs_no":"29214990","bill_no":"2871281","productDescription":"Re-Import","marketType":"REGULATED MARKET","country":"INDIA","selfForZScoreResived":"Pharma Grade","supplierPort":"NA","supplierAddress":"","customerAddress":"P.NO. D6 & D8, SY.NO. 234\/2,234\/3, ,235\/2 & 542\/2, IKP KNOWLEDGE PARK,"}]

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

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 15M...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 15MG

USFDA APPLICATION NUMBER - 21777

DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 30M...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 30MG

USFDA APPLICATION NUMBER - 21777

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Cyclobenzaprine

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CHEMISTRY

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ACTIVE PHARMA INGREDIENTS

31 API Suppliers

16 USDMF

1 JDMF

6 EU WC

23 NDC API

18 Listed Suppliers

$ API Reference Price

DEVELOPMENTS

43 Drugs in Development

INTERMEDIATES

5 Intermediates Suppliers

FINISHED DOSAGE FORMULATIONS

88 FDF Dossiers

56 FDA Orange Book

1 Europe

11 Canada

2 South Africa

18 Listed Dossiers

DRUG PRODUCT COMPOSITIONS

CAPSULE, EXTENDED RELEASE;ORAL - 15MG

CAPSULE, EXTENDED RELEASE;ORAL - 30MG

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4 ACG Worldwide

6 Actylis

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19 BASF

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6 DFE Pharma

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EXCIPIENTS BY APPLICATIONS

70 Fillers, Diluents & Binders

56 Coating Systems & Additives

33 Direct Compression

32 Controlled & Modified Release

30 Thickeners and Stabilizers

22 Granulation

20 Topical

20 Disintegrants & Superdisintegrants

18 Solubilizers