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Also known as: 168273-06-1, Acomplia, Zimulti, 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-n-(piperidin-1-yl)-1h-pyrazole-3-carboxamide, Sr141716, Rimoslim
Molecular Formula
C22H21Cl3N4O
Molecular Weight
463.8  g/mol
InChI Key
JZCPYUJPEARBJL-UHFFFAOYSA-N
FDA UNII
RML78EN3XE

Rimonabant
A pyrazole and piperidine derivative that acts as a selective cannabinoid type-1 receptor (CB1 RECEPTOR) antagonist. It inhibits the proliferation and maturation of ADIPOCYTES, improves lipid and glucose metabolism, and regulates food intake and energy balance. It is used in the management of OBESITY.
1 2D Structure

Rimonabant

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-piperidin-1-ylpyrazole-3-carboxamide
2.1.2 InChI
InChI=1S/C22H21Cl3N4O/c1-14-20(22(30)27-28-11-3-2-4-12-28)26-29(19-10-9-17(24)13-18(19)25)21(14)15-5-7-16(23)8-6-15/h5-10,13H,2-4,11-12H2,1H3,(H,27,30)
2.1.3 InChI Key
JZCPYUJPEARBJL-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=C(N(N=C1C(=O)NN2CCCCC2)C3=C(C=C(C=C3)Cl)Cl)C4=CC=C(C=C4)Cl
2.2 Other Identifiers
2.2.1 UNII
RML78EN3XE
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Acomplia

2. N-(piperidin-1-yl)-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1h-pyrazole-3-carboxamide Hydrochloride

3. Rimonabant Hydrochloride

4. Sr 141716

5. Sr 141716a

6. Sr-141716a

7. Sr141716

8. Sr141716a

9. Zimulti

2.3.2 Depositor-Supplied Synonyms

1. 168273-06-1

2. Acomplia

3. Zimulti

4. 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-n-(piperidin-1-yl)-1h-pyrazole-3-carboxamide

5. Sr141716

6. Rimoslim

7. Sr 141716

8. Sr141716a

9. Sr-141716a

10. A 281

11. Rimonabant Free Base

12. 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-n-piperidin-1-ylpyrazole-3-carboxamide

13. Sr-141716

14. Rml78en3xe

15. Chembl111

16. Rimonabant (sr141716)

17. Chebi:34967

18. Ncgc00164572-01

19. Sr-14171

20. [3h]sr141716a

21. 158681-13-1 (hcl)

22. [3h]rimonabant

23. Dsstox_cid_26453

24. Dsstox_rid_81627

25. Dsstox_gsid_46453

26. 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1h-pyrazole-3-carboxylic Acid Piperidin-1-ylamide

27. Acomplia (tn)

28. Rimonabant [inn]

29. Smr003500713

30. Cas-168273-06-1

31. Unii-rml78en3xe

32. Rimonabant (jan/usan/inn)

33. Rimonabant [usan:inn:jan]

34. 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-n-1-piperidinyl-1h-pyrazole-3-carboxamide

35. Rimonabant- Bio-x

36. 1h-pyrazole-3-carboxamide, 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-n-1-piperidinyl-

37. Sr141,716a

38. Rimonabant [mi]

39. Rimonabant [jan]

40. 1h-pyrazole-3-carboxamide, 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-n-1-piperidinyl-, Monohydrochloride

41. Rimonabant - From Sample

42. Rimonabant [usan]

43. Rimonabant(sr141716)

44. Rimonabant [mart.]

45. 5-(p-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-n-piperidinopyrazole-3-carboxamide

46. Rimonabant [who-dd]

47. Schembl38637

48. Gtpl743

49. Mls004774043

50. Mls006011772

51. Rimonabant [ema Epar]

52. Dtxsid3046453

53. Bdbm21278

54. Ex-a688

55. Hms3604m05

56. Hms3657o15

57. Bcp07803

58. Zinc1540228

59. Tox21_112200

60. Ac-731

61. Bbl030198

62. Mfcd04034714

63. Nsc791533

64. S3021

65. Stk642500

66. Akos005266728

67. Tox21_112200_1

68. Am84578

69. Ccg-269385

70. Cs-0645

71. Db06155

72. Nsc-791533

73. Sb19549

74. 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-n-(1-piperidyl)pyrazole-3-carboxamide

75. 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-n-piperidino-1h-pyrazole-3-carboxamide

76. Ncgc00164572-02

77. As-37280

78. Br164345

79. Hy-14136

80. Ac-163720

81. Db-011649

82. B1429

83. Ft-0631194

84. R0205

85. Sw220167-1

86. 81r131

87. D05731

88. Ab01566860_01

89. A810956

90. L000572

91. Q412529

92. Sr-01000884001

93. J-010440

94. Sr-01000884001-1

95. (n-(piperidin-1-yl)-5-(4-chlorophenyl)-4-methyl-1h-pyrazole-3-carboxamide

96. 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-n-(1-piperidinyl)-3-pyrazolecarboxamide

97. 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-n-piperidin-1-yl-pyrazole-3-carboxamide

98. N-piperidino-5-(4-chlorophenyl)-1(2,4-dichlorophenyl)-4-methyl-pyrazole-3-carboxamide

99. N-piperidino-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-3-pyrazolecarboxamide

100. 1h-pyrazole-3-carboxamide,5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-n-1-piperidinyl-

101. 5-(4-chlorophenyl)-1-(2,4-dichloro-phenyl)-4-methyl-1h-pyrazole-3-carboxylic Acid Piperidin-1-ylamide

102. Ay6

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 463.8 g/mol
Molecular Formula C22H21Cl3N4O
XLogP36.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Exact Mass462.078094 g/mol
Monoisotopic Mass462.078094 g/mol
Topological Polar Surface Area50.2 Ų
Heavy Atom Count30
Formal Charge0
Complexity583
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

For use in conjunction with diet and exercise for patients with a body mass index greater than 30 kg/m2, or patients wih a BMI greater than 27 kg/m2 with associated risk factors, such as type 2 diabetes or dyslipidaemia.


As an adjunct to diet and exercise for the treatment of obese patients (BMI 30 kg/m2), or overweight patients (BMI 27 kg/m2) with associated risk factor(s), such as type 2 diabetes or dyslipidaemia (see section 5. 1).


As an adjunct to diet and exercise for the treatment of obese patients (BMI 30 kg/m2), or overweight patients (BMI 27 kg/m2) with associated risk factor(s), such as type 2 diabetes or dyslipidaemia (see section 5. 1).


5 Pharmacology and Biochemistry
5.1 Pharmacology

In the RIO-North America trial, 3040 patients were randomized to receive either placebo or one of two doses of rimonabant (5 mg or 20 mg per day). Patients taking 20 mg rimonabant had significant weigh loss, decrease in waist circumference, improved insulin sensitivity, and increases in HDL cholesterol, compared to patients on placebo.


5.2 MeSH Pharmacological Classification

Anti-Obesity Agents

Agents that increase energy expenditure and weight loss by neural and metabolic regulation. (See all compounds classified as Anti-Obesity Agents.)


Cannabinoid Receptor Antagonists

Compounds that inhibit or block the activity of CANNABINOID RECEPTORS. (See all compounds classified as Cannabinoid Receptor Antagonists.)


5.3 ATC Code

A08AX01


A08AX01


A - Alimentary tract and metabolism

A08 - Antiobesity preparations, excl. diet products

A08A - Antiobesity preparations, excl. diet products

A08AX - Other antiobesity drugs

A08AX01 - Rimonabant


5.4 Absorption, Distribution and Excretion

Absorption

Undetermined


5.5 Metabolism/Metabolites

Hepatic, CYP3A4 involved.


5.6 Biological Half-Life

6 to 9 days with normal BMI and 16 days if BMI is greater than 30


5.7 Mechanism of Action

Rimonabant is a specific CB1 cannabinoid receptor antagonist. There is considerable evidence that the endocannabinoid (endogenous cannabinoid) system plays a significant role in appetitive drive and associated behaviours. It is therefore reasonable to hypothesize that the attenuation of the activity of this system would have therapeutic benefit in treating disorders that might have a component of excess appetitive drive or over-activity of the endocannabinoid system, such as obesity, ethanol and other drug abuse, and a variety of central nervous system and other disorders.


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ABOUT THIS PAGE

Rimonabant Manufacturers

A Rimonabant manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Rimonabant, including repackagers and relabelers. The FDA regulates Rimonabant manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Rimonabant 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 Rimonabant manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Rimonabant Suppliers

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

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

Rimonabant USDMF

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

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

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

Rimonabant GMP

Rimonabant 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 Rimonabant 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 Rimonabant GMP manufacturer or Rimonabant GMP API supplier for your needs.

Rimonabant CoA

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

Rimonabant CoA mostly includes findings from lab analyses of a specific batch. For each Rimonabant 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.

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