FOMOCAINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H25NO2
Molecular Weight	311.418
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C(CN1CCOCC1)CC2=CC=C(COC3=CC=CC=C3)C=C2

InChI

InChIKey=CVHGCWVMTZWGAY-UHFFFAOYSA-N

InChI=1S/C20H25NO2/c1-2-6-20(7-3-1)23-17-19-10-8-18(9-11-19)5-4-12-21-13-15-22-16-14-21/h1-3,6-11H,4-5,12-17H2

HIDE SMILES / InChI

Description
Sources: https://www.drugs.com/international/fomocaine.html | https://www.ncbi.nlm.nih.gov/pubmed/20727863 | https://www.ncbi.nlm.nih.gov/pubmed/8786420 | https://www.ncbi.nlm.nih.gov/pubmed/114193 | https://www.ncbi.nlm.nih.gov/pubmed/6120706

Fomocaine is a local anesthetic used in the gel formulations for the relief of pain associated with burns and wounds. Fomocaine blocks both sodium and calcium voltage-gated ion cahnnel currents.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Voltage-dependent R-type calcium channel subunit alpha-1E 3 Target ID: CHEMBL1687682 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8786420	Blocker 555		100.0 µM [Ki]
Sodium channel alpha subunit 72 Target ID: CHEMBL2331043 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20727863	Blocker 555

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pain 619 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1037079 https://www.ncbi.nlm.nih.gov/pubmed/1037080 https://www.ncbi.nlm.nih.gov/pubmed/114193 https://www.ncbi.nlm.nih.gov/pubmed/6120706	Primary		Approved 8583	Erbocain Approved Use Unknown Launch Date 1966

F_unbound

Value	Dose	Co-administered	Analyte	Population
5% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/581056/			FOMOCAINE plasma	Homo sapiens

PubMed

Title	Date	PubMed
Blockade of TTX-resistant and TTX-sensitive Na+ currents in cultured dorsal root ganglion neurons by fomocaine and the fomocaine derivative Oe 9000.	2010-10-28	20727863
A synopsis on different homologous series of fomocaine derivatives. In vitro interactions with the cytochrome P450 system, toxicity, and local anaesthetic effects in rats--Part III.	2007	18193689
A synopsis on different homologous series of fomocaine derivatives. In vitro interactions with the cytochrome P450 system, toxicity, and local anaesthetic effects in rats--part II.	2007	18074756
A synopsis on different homologous series of fomocaine derivatives. In vitro interactions with the cytochrome P450 system, toxicity, and local anaesthetic effects in rats--Part 1.	2007	17966754
[In vitro investigations of phase I metabolism of the fomocaine derivative Oe 9000 with pig liver homogenates].	2006-11	17152988
In vitro interactions with the Cytochrome P450 system, toxicity, and local anaesthetic effects of Fomocaine Alkylmorpholine derivatives in rats.	2006	16477999
Effects and toxicity of new fomocaine derivatives and of 2-hydroxypropyl-beta-cyclodextrin inclusion compounds in rats.	2004	15212188
Local anaesthetic effects and toxicity of seven new diethanolamine and morpholine derivatives of fomocaine. Testing in rats compared with procaine and tetracaine.	2003	12705179
[Synthesis and pharmacologic action of chiral fomocaine ((4-[2-methyl-3-(morpholin-4-yl)propyl)benzyl)-phenyl-ether and (4-(1-methyl-3-(morpholin-4-yl)propyl]benzyl)-phenyl-ether). 13. Synthesis of new compounds with local anesthetic action].	2001-08	11534337
[Physical chemical, pharmacological and toxicologic properties of fomocaine metabolites] .	2001-01	11215329
Local anaesthetic effectivity and toxicity of fomocaine, five N-free fomocaine metabolites and two chiralic fomocaine derivatives in rats compared with procaine.	2001	11455675

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Transdermal

In Vitro Use Guide

Unknown

Name

Type

Language

4-(3-(.ALPHA.-PHENOXY-P-TOLYL)PROPYL)MORPHOLINE

Preferred Name

English

FOMOCAINE

Official Name

English

fomocaine [INN]

Common Name

English

FOMOCAINE [MI]

Common Name

English

FOMOCAIN

Common Name

English

Fomocaine [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C245