ContaminantDB: Pramoxine hydrochloride

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

Record Information

Version

1.0

Creation Date

2016-05-22 06:20:08 UTC

Update Date

2016-11-09 01:16:01 UTC

Accession Number

CHEM019604

Identification

Common Name

Pramoxine hydrochloride

Class

Small Molecule

Description

Pramocaine (INN and BAN, also known as pramoxine or pramoxine HCI) is a topical anesthetic discovered at Abbott Laboratories in 1953 and used as an antipruritic. During research and development, pramocaine hydrochloride stood out among a series of alkoxy aryl alkamine ethers as an especially good topical local anesthetic agent. Pharmacologic study revealed it to be potent and of low acute and subacute toxicity, well tolerated by most mucous membranes and of a low sensitizing index in humans. Like other local anesthetics, pramocaine decreases the permeability of neuronal membranes to sodium ions, blocking both initiation and conduction of nerve impulses. Depolarization and repolarization of excitable neural membranes is thus inhibited, leading to numbness.

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Pramocaine hydrochloride	Kegg
Tronothane	Kegg
Fleet pain relief	MeSH
Pramocaine	MeSH
Prax	MeSH
Pramox	MeSH
Tronolane	MeSH
ProctoFoam	MeSH
Pramoxine	MeSH
PrameGel	MeSH
4-(3-(p-Butoxyphenoxy)propyl)morpholine	MeSH
Itch-X	MeSH
Balsabit	MeSH
4-(3-(4-Butoxyphenoxy)propyl)morpholine	MeSH
Isdin brand OF pramoxine hydrochloride	MeSH
Ferndale brand OF pramoxine hydrochloride	MeSH
Ross brand OF pramoxine hydrochloride	MeSH
Ascher brand OF pramoxine hydrochloride	MeSH
Schwarz brand OF pramoxine hydrochloride	MeSH
Abbott brand OF pramoxine hydrochloride	MeSH
GenDerm brand OF pramoxine hydrochloride	MeSH
Medicis brand OF pramoxine hydrochloride	MeSH
Seid brand OF pramoxine hydrochloride	MeSH
Fleet brand OF pramoxine hydrochloride	MeSH
Pramoxine hydrochloride	MeSH

Chemical Formula

C₁₇H₂₈ClNO₃

Average Molecular Mass

329.870 g/mol

Monoisotopic Mass

329.176 g/mol

CAS Registry Number

637-58-1

IUPAC Name

4-[3-(4-butoxyphenoxy)propyl]morpholine hydrochloride

Traditional Name

pramoxine hydrochloride

SMILES

Cl.CCCCOC1=CC=C(OCCCN2CCOCC2)C=C1

InChI Identifier

InChI=1S/C17H27NO3.ClH/c1-2-3-12-20-16-5-7-17(8-6-16)21-13-4-9-18-10-14-19-15-11-18;/h5-8H,2-4,9-15H2,1H3;1H

InChI Key

SYCBXBCPLUFJID-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Morpholine
Oxazinane
Tertiary amine
Tertiary aliphatic amine
Dialkyl ether
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Amine
Hydrocarbon derivative
Organic oxygen compound
Hydrochloride
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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	0.22 g/L	ALOGPS
logP	3.03	ALOGPS
logP	2.84	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	7.06	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	30.93 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	84.82 m³·mol⁻¹	ChemAxon
Polarizability	35.25 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0009000000-c997cbd8f340e1998b56	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0009000000-c997cbd8f340e1998b56	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-0009000000-c997cbd8f340e1998b56	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0009000000-9d9617b8cc871fd4e8a9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0009000000-9d9617b8cc871fd4e8a9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-0009000000-9d9617b8cc871fd4e8a9	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DBSALT001353

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Pramocaine

Chemspider ID

Not Available

ChEBI ID

Not Available

PubChem Compound ID

73957

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Pramoxine hydrochloride (CHEM019604)

Structure for CHEM019604: Pramoxine hydrochloride