Basic information
- CAS
17243-69-5- Standard SMILES
CCOC(=O)C1(c2ccccc2)CCC=CC1N(C)C- InChIKey
WDEFBBTXULIOBB-UHFFFAOYSA-N- Molecular formula
- C17H23NO2
- Average molar mass
- 273.37 g/mol
- Monoisotopic mass
- 273.17287898
Overview
Ethyl 2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate is an amino acid ester that is the ethyl ester of cyclohex-3-ene-1-carboxylic acid in which the cyclohexane ring is substituted at positions 1 and 2 by phenyl and dimethylamino groups, respectively. It has four possible diastereoisomers; the opioid analgesic drug tilidine is a racemate comprising the two trans diastereoisomers. It is an ethyl ester, an amino-acid ester and a tertiary amino compound. It is functionally related to an ethyl 2-(methylamino)-1-phenylcyclohex-3-ene-1-carboxylate.
Names & identifiers
- Preferred name
- Ethyl 2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
- IUPAC
- ethyl 2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
- English name
- ethyl 2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
- Molecular formula
- C17H23NO2
- Molecular weight
- 273.37
Names & synonyms
Ethyl 2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate17243-69-5EINECS 241-281-1CHEBI:77817EC 241-281-1RefChem:593989241-281-1TilidinaTilidin, trans-SCHEMBL25189CHEMBL22203843-Cyclohexene-1-carboxylic acid, 2-(dimethylamino)-1-phenyl-, ethyl ester, trans-
Show more names
tilidine crudeTilidine EP impurity A3-Cyclohexene-1-carboxylic acid, 2-(dimethylamino)-1-phenyl-, ethyl ester
Q27147422ethyl 2-dimethylamino-1-phenyl-3-cyclohexene-1-carboxylateEthyl 2-(dimethylamino)-1-phenyl-3-cyclohexene-1-carboxylate #
Database identifiers
- CAS
17243-69-5- PubChem CID
- 32329
- ChEMBL
CHEMBL2220384- ChEBI
CHEBI:77817- EC Number
- 241-281-1
- Nikkaji
Properties
Computed structural properties
- XLogP
- 3.1
- Topological polar surface area
- 29.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 5
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 358
Experimental & physicochemical properties
DrugsPharmaceuticals
Physicochemical properties
- Boiling point
- 354.2 · 354.2±42.0 °C(Predicted)
- Density
- 1.06 · 1.06±0.1 g/cm3(Predicted)
- pka
- 8.26 · 8.26±0.40(Predicted)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 412 · H412-H302-H319
- Precautionary statements
- 264 · P264-P280-P305+P351+P338-P337+P313P-P273-P501-P264-P270-P301+P312-P330-P501
- REACH Registrations
- Active
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
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P273, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 107 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationREACH registered substance: Ethyl 2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate (EC: 241-281-1)
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H412-H302-H319
- REACH Registrations
- Active
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P-P273-P501-P264-P270-P301+P312-P330-P501
Chemistry & industry
Suppliers1 total
XIAMEN AMITY INDUSTRY AND TRADE CO., LTD.+8618950047208 · [email protected]
Additional notes
DefinitionChEBI: An amino acid ester that is the ethyl ester of cyclohex-3-ene-1-carboxylic acid in which the cyclohexane ring is substituted at positions 1 and 2 by phenyl and dimethylamino groups, respectively. It has four possible diastereoisomers; the opioid analgesic rug tilidine is a racemate comprising the two trans diastereoisomers.
Related reactions
1 records
Compound notes
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