ContaminantDB: TETRACAINE

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-06-03 10:22:12 UTC

Update Date

2016-11-09 01:22:49 UTC

Accession Number

CHEM042881

Identification

Common Name

TETRACAINE

Class

Small Molecule

Description

A benzoate ester in which 4-N-butylbenzoic acid and 2-(dimethylamino)ethanol have combined to form the ester bond; a local ester anaesthetic (ester caine) used for surface and spinal anaesthesia.

Contaminant Sources

STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(Dimethylamino)ethyl p-(butylamino)benzoate	ChEBI
Amethocaine	ChEBI
Diaethylaminoaethanol ester der p-butylaminobenzoesaeure	ChEBI
p-(Butylamino)benzoic acid beta-(dimethylamino)ethyl ester	ChEBI
p-Butylaminobenzoyl-2-dimethylaminoethanol	ChEBI
Tetracaina	ChEBI
Tetracainum	ChEBI
2-(Dimethylamino)ethyl p-(butylamino)benzoic acid	Generator
p-(Butylamino)benzoate b-(dimethylamino)ethyl ester	Generator
p-(Butylamino)benzoate beta-(dimethylamino)ethyl ester	Generator
p-(Butylamino)benzoate β-(dimethylamino)ethyl ester	Generator
p-(Butylamino)benzoic acid b-(dimethylamino)ethyl ester	Generator
p-(Butylamino)benzoic acid β-(dimethylamino)ethyl ester	Generator
Ametop	MeSH
Dicaine	MeSH
Hydrochloride, tetrracaine	MeSH
Pantocaine	MeSH
Pontocaine	MeSH
Tetracaine monohydrochloride	MeSH
Tetrakain	MeSH
Tetrracaine hydrochloride	MeSH
2-(Dimethylamino)ethyl 4-(butylamino)benzoic acid	Generator

Chemical Formula

C₁₅H₂₄N₂O₂

Average Molecular Mass

264.369 g/mol

Monoisotopic Mass

264.184 g/mol

CAS Registry Number

94-24-6

IUPAC Name

2-(dimethylamino)ethyl 4-(butylamino)benzoate

Traditional Name

tetracaine

SMILES

CCCCNC1=CC=C(C=C1)C(=O)OCCN(C)C

InChI Identifier

InChI=1S/C15H24N2O2/c1-4-5-10-16-14-8-6-13(7-9-14)15(18)19-12-11-17(2)3/h6-9,16H,4-5,10-12H2,1-3H3

InChI Key

GKCBAIGFKIBETG-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Aminobenzoic acid or derivatives
Benzoate ester
Benzoyl
Aniline or substituted anilines
Phenylalkylamine
Secondary aliphatic/aromatic amine
Carboxylic acid ester
Amino acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Secondary amine
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Amine
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

tertiary amino compound (CHEBI:9468 )
benzoate ester (CHEBI:9468 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.56 g/L	ALOGPS
logP	3.54	ALOGPS
logP	2.79	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Basic)	8.42	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	41.57 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	80.17 m³·mol⁻¹	ChemAxon
Polarizability	31.9 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9410000000-44410ef7c8aa9cf69c00	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-014i-0390000000-0435246ac53e48fff280	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-004i-0900000000-987e041aca4bd931c37e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-004i-2900000000-8fb0dc9fe24fa06781f9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-00fu-8900000000-13f5e95cf7277be78720	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0603-9500000000-43bdd69ad39be196db4d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-004i-2910000000-a6e7d7e502323aaae4e8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-004i-0900000000-5675ccb86810d0c19921	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-004i-0900000000-f667e0561040fde13a6e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0390000000-0435246ac53e48fff280	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-004i-2910000000-177a9f94ee33c5e3a780	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0900000000-987e041aca4bd931c37e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-00fu-8900000000-13f5e95cf7277be78720	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-004i-2900000000-8fb0dc9fe24fa06781f9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0910000000-c624685ddc6305978e32	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-00fu-8900000000-ab562b5fcc5f5c6a4d70	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-004i-0910000000-631df0fd7a7f46746624	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-016r-0790000000-7a0686e4023d6a08320a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-0603-9500000000-9bcd4ec45b8a7d946ab3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-0603-9500000000-43bdd69ad39be196db4d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01b9-7590000000-79cdf8fa4b20ffd244d9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05fr-9410000000-e21d86fb204c6a711827	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ab9-9300000000-dd6c4dcfde5f9b041900	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-3590000000-242f903a843b11683464	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-08mm-5970000000-e8f29f21a99f222fb98b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-006x-9500000000-5d93cf36654dd12a934d	Spectrum