Basic information
- CAS
554-92-7- Standard SMILES
COc1cc(C(=O)NCc2ccc(OCCN(C)C)cc2)cc(OC)c1OC.Cl- InChIKey
WIIZEEPFHXAUND-UHFFFAOYSA-N- Molecular formula
- C21H29ClN2O5
- Average molar mass
- 424.9 g/mol
- Monoisotopic mass
- 424.1764997
Overview
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.
Names & identifiers
- Preferred name
- Trimethobenzamide Hydrochloride
- IUPAC
- N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxybenzamide;hydrochloride
- English name
- Trimethobenzamide hydrochloride
- Molecular formula
- C21H29ClN2O5
- Molecular weight
- 424.92
Names & synonyms
Trimethobenzamide hydrochloride554-92-7Trimethobenzamide HCLTiganDTXSID7047774WDQ5P1SX7QNSC-37882DTXCID7027754Trimethobenzamide hydrochloride [USP]N-(p-(2-(Dimethylamino)ethoxy)benzyl)-3,4,5-trimethoxybenzamide monohydrochlorideNSC37882Trimethobenzamide hydrochloride (USP)
Show more names
ro2-9578Tribenzagan HCltiganhydrochlorideLABOTEST-BB LT00772325Tribenzagan HydrochlorideTrimethobenzamide HCl (Ro 2-9578)TRIMETHOBENZAMIDEHYDROCHLORIDE,USP
RefChem:56174Trimethobenzamide Hydrochloride Preservative FreeTIGAN(R) (TRIMETHOBENZAMIDE HYDROCHLORIDE)209-075-6PoligerimNausetonN-(4-(2-(Dimethylamino)ethoxy)benzyl)-3,4,5-trimethoxybenzamide hydrochlorideAmetik hydrochloride
Database identifiers
- CAS
554-92-7- PubChem CID
Properties
Computed structural properties
- Topological polar surface area
- 69.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 10
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 440
Experimental & physicochemical properties
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Collision Cross Section193.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 187.5 · 187.5-190°
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly), Water (Slightly)
- form
- Solid
- color
- White to Off-White
- Major Application
- pharmaceutical (small molecule)
- 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
- InChIKey
- WIIZEEPFHXAUND-UHFFFAOYSA-N
- SMILES
- [Cl-].N(CCOc1ccc(cc1)CNC(=O)c2cc(c(c(c2)OC)OC)OC)(C)C.[H+]
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P233, P260, P261, P264, P270, P271, P272, P280, P284, P301+P317, P302+P352, P304+P340, P321, P330, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Toxicology
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Trimethobenzamide hydrochloride
Ambiguous-DILI-concern
5
Adverse reactions
DOI:10.1016/j.drudis.2016.02.015
Safety data
- wgk
- 3
- hs_code
- 2924296000
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H317-H334
- Hazard Classifications
- Acute Tox. 4 OralResp. Sens. 1Skin Sens. 1
- Precautionary statements
- P261-P280-P284-P301+P312+P330-P304+P340-P342+P311
Chemistry & industry
Pharmacology
FDA Pharmacological Classification
TIGAN(R) (TRIMETHOBENZAMIDE HYDROCHLORIDE)
Emesis Suppression [PE]; Antiemetic [EPC]
TRIMETHOBENZAMIDE HYDROCHLORIDE
Emesis Suppression [PE]; Antiemetic [EPC]
MeSH Pharmacological ClassificationDrugs used to prevent NAUSEA or VOMITING.
Applications
Usesantiemetic
UsesTrimethobenzamide Hydrochloride a pharmaceutical compound used in the prevention of nausea and vomiting in patients. Also used in the treatment of Parkinson’s disease.
Upstream & downstream products
Upstream raw materials
Suppliers49 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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