Trimethobenzamide

Synopsis, Chemistry

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DRUG PRODUCT COMPOSITION

INJECTABLE;INJECTION - 100MG/ML, CAPSULE;ORAL - 300MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

INJECTABLE;INJECTION - 100MG/ML
CAPSULE;ORAL - 300MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

RELATED EXCIPIENT COMPANIES

Suppliers, 19 Kerry, 17 Roquette, 10 Sigachi Industries, 9 Microlex e.U, 8 Gangwal Healthcare, 5 DFE Pharma, 4 Gangwal Chemicals, 4 SPI Pharma, 4 ACG Worldwide, 4 Anhui Sunhere Pharmaceutical Excipients Co.,Ltd, 3 Prachin Chemical, 3 Nanjing Well Pharmaceutical, 3 Lonza Capsugel, 3 Ingredion Pharma Solutions, 3 Vasa Pharmachem, 3 Shanghai Shenmei Pharmaceutical Technology Co., Ltd, 2 Pharmatrans-Sanaq, 2 Seppic, 1 BASF, 1 Finar, 1 Ideal Cures Pvt Ltd, 1 Qualicaps

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15 US Medicaid Prescriptions

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Also known as: 554-92-7, Trimethobenzamide hcl, Tigan, Nauseton, Ametik hydrochloride, Ro 2-9578

Molecular Formula

C₂₁H₂₉ClN₂O₅

Molecular Weight

424.9 g/mol

InChI Key

WIIZEEPFHXAUND-UHFFFAOYSA-N

FDA UNII

WDQ5P1SX7Q

Trimethobenzamide Hydrochloride is the hydrochloride salt form of trimethobenzamide, a benzamide derivative with an antiemetic property. Although the mechanism of action is largely unknown, it inhibits the chemoreceptor trigger zone (CTZ), an area in the medulla oblongata through which emetic impulses are conveyed to the vomiting center, thereby suppressing nausea and vomiting.

1 2D Structure

Trimethobenzamide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxybenzamide;hydrochloride

2.1.2 InChI

InChI=1S/C21H28N2O5.ClH/c1-23(2)10-11-28-17-8-6-15(7-9-17)14-22-21(24)16-12-18(25-3)20(27-5)19(13-16)26-4;/h6-9,12-13H,10-11,14H2,1-5H3,(H,22,24);1H

2.1.3 InChI Key

WIIZEEPFHXAUND-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN(C)CCOC1=CC=C(C=C1)CNC(=O)C2=CC(=C(C(=C2)OC)OC)OC.Cl

2.2 Other Identifiers

2.2.1 UNII

WDQ5P1SX7Q

2.3 Synonyms

2.3.1 MeSH Synonyms

1. T-gen

2. Tebamide

3. Ticon

4. Tigan

5. Trimethobenzamide

6. Trimethobenzamide Monohydrochloride

2.3.2 Depositor-Supplied Synonyms

1. 554-92-7

2. Trimethobenzamide Hcl

3. Tigan

4. Nauseton

5. Ametik Hydrochloride

6. Ro 2-9578

7. N-(4-(2-(dimethylamino)ethoxy)benzyl)-3,4,5-trimethoxybenzamide Hydrochloride

8. Tribenzagan Hydrochloride

9. Nsc-37882

10. Wdq5p1sx7q

11. Trimethobenzamide Hydrochloride [usp]

12. Poligerim

13. Tebamide

14. Trimethobenzamide (hydrochloride)

15. N-(p-(2-(dimethylamino)ethoxy)benzyl)-3,4,5-trimethoxybenzamide Monohydrochloride

16. Benzamide, N-((4-(2-(dimethylamino)ethoxy)phenyl)methyl)-3,4,5-trimethoxy-, Monohydrochloride

17. N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxybenzamide;hydrochloride

18. 554-92-7 (hcl)

19. Ibikin

20. Anaus

21. Ticon

22. Dsstox_cid_27754

23. Dsstox_rid_82531

24. Dsstox_gsid_47774

25. T-gen

26. Trimethobenzamide Hydrochloride (usp)

27. N-{[4-(2-dimethylaminoethoxy)phenyl]methyl}-3,4,5-trimethoxy-benzamide Hydrochloride

28. Ncgc00016509-01

29. Trimethobenzamidehydrochloride

30. Cas-554-92-7

31. Einecs 209-075-6

32. Unii-wdq5p1sx7q

33. Nsc 37882

34. N-[4-[2-(dimethylamino)ethoxy]benzyl]-3,4,5-trimethoxybenzamide Hydrochloride

35. Prestwick_526

36. Trimethobenzamidehcl

37. 4-(2-dimethylaminoethoxy)-n-(3,4,5-trimethoxybenzoyl)benzylamine Hydrochloride

38. N-(p-(2-(dimethylamino)ethoxy)benzyl)-3,4,5-trimethoxybenzamide Hydrochloride

39. Schembl41339

40. Mls002154193

41. Spectrum1500594

42. Chembl1200887

43. Dtxsid7047774

44. Hms1568o21

45. Hms1921g21

46. Pharmakon1600-01500594

47. Nsc37882

48. Tox21_110465

49. Ccg-40276

50. Hy-12751a

51. Mfcd00057999

52. Nsc757359

53. S5483

54. Akos022172835

55. Tox21_110465_1

56. Cs-7696

57. Nsc-757359

58. Benzamide, N-(p-(2-(dimethylamino)ethoxy)benzyl)-3,4,5-trimethoxy-, Hydrochloride

59. Benzamide, N-(p-(2-(dimethylamino)ethoxy)benzyl)-3,4,5-trimethoxy-, Monohydrochloride

60. Benzamide,n-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxy-,monohydrochloride

61. Ncgc00016509-06

62. Ncgc00094803-01

63. Ncgc00094803-02

64. Benzamide,4,5-trimethoxy-, Hydrochloride

65. Bs-17063

66. Smr001233483

67. Trimethobenzamide Hydrochloride [mi]

68. Benzamide,4,5-trimethoxy-, Monohydrochloride

69. Ft-0736653

70. T3525

71. Trimethobenzamide Hydrochloride [vandf]

72. C75602

73. D02733

74. Trimethobenzamide Hydrochloride [mart.]

75. Trimethobenzamide Hydrochloride [usp-rs]

76. Trimethobenzamide Hydrochloride [who-dd]

77. Wln: 1or Bo1 Co1 Evm1r Do2n1&1 &gh

78. 554t927

79. A870178

80. Sr-05000001733-3

81. Trimethobenzamide Hydrochloride [orange Book]

82. Q27292581

83. Trimethobenzamide Hydrochloride [usp Monograph]

84. N-[p-[2-(dimethylamino)ethoxy]benzyl]-3,5-trimethoxybenzamide Hydrochloride

85. 4-[(2-dimethylamino)ethoxy]-n-(3,5-trimethoxybenzoyl)benzylamine Hydrochloride

86. N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxybenzamide Monohydrochloride

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₂₉ClN₂O₅
Molecular Weight	424.9 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	10
Exact Mass	424.1764997 g/mol
Monoisotopic Mass	424.1764997 g/mol
Topological Polar Surface Area	69.3 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	440
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	Tigan
Drug Label	Chemically, trimethobenzamide HCl is N-[p-[2-(dimethylamino)ethoxy]benzyl]-3,4,5-trimethoxybenzamide monohydrochloride. It has a molecular weight of 424.93 and the following structural formula: Capsules: Each 300-mg Tigan capsule for oral use conta...
Active Ingredient	Trimethobenzamide hydrochloride
Dosage Form	Capsule; Injectable
Route	Injection; Oral
Strength	300mg; 100mg/ml
Market Status	Prescription
Company	Par Sterile Products; King Pharms

2 of 4
Drug Name	Trimethobenzamide hydrochloride
PubMed Health	Trimethobenzamide (By mouth)
Drug Classes	Antiemetic
Drug Label	Chemically, trimethobenzamide HCl is N-[p-[2-(dimethylamino)ethoxy]benzyl]-3,4,5-trimethoxybenzamide monohydrochloride. It has a molecular weight of 424.93 and the following structural formula: Capsules: Each 300-mg Tigan capsule for oral use conta...
Active Ingredient	Trimethobenzamide hydrochloride
Dosage Form	Capsule; Injectable
Route	Injection; Oral
Strength	300mg; 100mg/ml
Market Status	Prescription
Company	Mutual Pharma; Gavis Pharms; Luitpold

3 of 4
Drug Name	Tigan
Drug Label	Chemically, trimethobenzamide HCl is N-[p-[2-(dimethylamino)ethoxy]benzyl]-3,4,5-trimethoxybenzamide monohydrochloride. It has a molecular weight of 424.93 and the following structural formula: Capsules: Each 300-mg Tigan capsule for oral use conta...
Active Ingredient	Trimethobenzamide hydrochloride
Dosage Form	Capsule; Injectable
Route	Injection; Oral
Strength	300mg; 100mg/ml
Market Status	Prescription
Company	Par Sterile Products; King Pharms

4 of 4
Drug Name	Trimethobenzamide hydrochloride
PubMed Health	Trimethobenzamide (By mouth)
Drug Classes	Antiemetic
Drug Label	Chemically, trimethobenzamide HCl is N-[p-[2-(dimethylamino)ethoxy]benzyl]-3,4,5-trimethoxybenzamide monohydrochloride. It has a molecular weight of 424.93 and the following structural formula: Capsules: Each 300-mg Tigan capsule for oral use conta...
Active Ingredient	Trimethobenzamide hydrochloride
Dosage Form	Capsule; Injectable
Route	Injection; Oral
Strength	300mg; 100mg/ml
Market Status	Prescription
Company	Mutual Pharma; Gavis Pharms; Luitpold

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Antiemetics

Drugs used to prevent NAUSEA or VOMITING. (See all compounds classified as Antiemetics.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Emesis Suppression [PE]; Antiemetic [EPC]

Find Trimethobenzamide HCl manufacturers, exporters & distributors on PharmaCompass

Trimethobenzamide

Trimethobenzamide

Synopsis

Chemistry

APIs // Active Pharmaceutical Ingredients

6 API Suppliers

6 USDMF

2 EU WC

2 NDC API

2 Listed Suppliers

PRICE INFORMATION

API Reference Price

API Exports

INTERMEDIATES

1 Suppliers

DOSSIERs // Finished Dosage Formulations

13 Dossiers

13 FDA Orange Book

DRUG PRODUCT COMPOSITION

INJECTABLE;INJECTION - 100MG/ML

CAPSULE;ORAL - 300MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

RELATED EXCIPIENT COMPANIES

Suppliers

19 Kerry

17 Roquette

10 Sigachi Industries

9 Microlex e.U

8 Gangwal Healthcare

5 DFE Pharma

4 Gangwal Chemicals

4 SPI Pharma

4 ACG Worldwide

4 Anhui Sunhere Pharmaceutical Excipients Co.,Ltd

3 Prachin Chemical

3 Nanjing Well Pharmaceutical

3 Lonza Capsugel

3 Ingredion Pharma Solutions

3 Vasa Pharmachem

3 Shanghai Shenmei Pharmaceutical Technology Co., Ltd

2 Pharmatrans-Sanaq

2 Seppic

1 BASF

1 Finar

1 Ideal Cures Pvt Ltd

1 Qualicaps

EXCIPIENTS BY APPLICATIONS

46 Fillers, Diluents & Binders

20 Direct Compression

18 Disintegrants & Superdisintegrants

12 Thickeners and Stabilizers

11 Lubricants & Glidants

10 Co-Processed Excipients

10 Granulation

8 Coating Systems & Additives

8 Empty Capsules

6 Taste Masking

6 Controlled & Modified Release

5 Film Formers & Plasticizers

5 Chewable & Orodispersible Aids

3 Parenteral

2 Solubilizers

2 Topical

2 Emulsifying Agents

1 Rheology Modifiers

GLOBAL SALES INFORMATION

15 US Medicaid Prescriptions

MARKET PLACE

1 APIs

1 DOSSIERS // FDF

ANALYTICAL SOLUTION(s)

1 USP Standards

1 Other Ref. Standards

API SUPPLIERS

API REF. PRICE (USD / KG)

INTERMEDIATES

DOSSIERS // FDF

GLOBAL SALES (USD Million)

EXCIPIENTS

PATENTS & EXCLUSIVITIES

CAPSULE;ORAL - 300MG Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons