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

Molecular Formula	C20H25NO2
Molecular Weight	311.418
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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 537		100.0 µM [Ki]
Sodium channel alpha subunit 76 Target ID: CHEMBL2331043 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20727863	Blocker 537

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pain 614 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 8429	Erbocain Approved Use Unknown Launch Date 1966

PubMed

Title	Date	PubMed
Local anaesthetic effectivity and toxicity of fomocaine, five N-free fomocaine metabolites and two chiralic fomocaine derivatives in rats compared with procaine.	2001	11455675
[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 Aug	11534337
[[Physical chemical, pharmacological and toxicologic properties of fomocaine metabolites] ].	2001 Jan	11215329
Local anaesthetic effects and toxicity of seven new diethanolamine and morpholine derivatives of fomocaine. Testing in rats compared with procaine and tetracaine.	2003	12705179
In vitro interactions with the Cytochrome P450 system, toxicity, and local anaesthetic effects of Fomocaine Alkylmorpholine derivatives in rats.	2006	16477999
[In vitro investigations of phase I metabolism of the fomocaine derivative Oe 9000 with pig liver homogenates].	2006 Nov	17152988
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
Blockade of TTX-resistant and TTX-sensitive Na+ currents in cultured dorsal root ganglion neurons by fomocaine and the fomocaine derivative Oe 9000.	2010 Oct 28	20727863

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Transdermal

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:47:30 GMT 2023` Edited by `admin` on `Fri Dec 15 15:47:30 GMT 2023`
Record UNII	4XO7A09HQM
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FOMOCAINE

Official Name

English

fomocaine [INN]

Common Name

English

FOMOCAINE [MI]

Common Name

English

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

Common Name

English

FOMOCAIN

Common Name

English

Fomocaine [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C245