MYRISTALKONIUM CHLORIDE

First approved in 1999

Details

Stereochemistry	ACHIRAL
Molecular Formula	C23H42N.Cl
Molecular Weight	368.039
Optical Activity	NONE
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Cl-].CCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1

InChI

InChIKey=OCBHHZMJRVXXQK-UHFFFAOYSA-M

InChI=1S/C23H42N.ClH/c1-4-5-6-7-8-9-10-11-12-13-14-18-21-24(2,3)22-23-19-16-15-17-20-23;/h15-17,19-20H,4-14,18,21-22H2,1-3H3;1H/q+1;/p-1

HIDE SMILES / InChI

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

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

Molecular Formula	C23H42N
Molecular Weight	332.5863
Charge	1
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25443467
Curator's Comment: description was created based on several sources, including: https://drugs.medelement.com/drug/%D0%A4%D0%B0%D1%80%D0%BC%D0%B0%D1%82%D0%B5%D0%BA%D1%81-20%D0%BC%D0%B3-%D0%B8%D0%BD%D1%81%D1%82%D1%80%D1%83%D0%BA%D1%86%D0%B8%D1%8F?instruction_lang=RU | http://xn-----8kceunaflgjrqyoqfbei8dxl.xn--p1ai/%D0%BC%D0%B8%D1%80%D0%B8%D1%81%D1%82%D0%B0%D0%BB%D0%BA%D0%BE%D0%BD%D0%B8%D1%8F_%D1%85%D0%BB%D0%BE%D1%80%D0%B8%D0%B4

Myristalkonium is used as spermicide in vaginal contraceptives. It has antiseptic properties also. Breastfeeding women might use it because it does not pass into maternal milk. Absorbed only on the surface of the walls of the vagina and then return to normal physiological droppings or eliminates simple washing with water. Adverse effects are: burning, itch, contact dermatitis. Any drug, introduced into the vagina, can inactivate the local spermicidal action of Myristalkonium.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Spermatozoa membranes 4 Target ID: Spermatozoa membranes Sources: https://drugs.medelement.com/drug/%D0%A4%D0%B0%D1%80%D0%BC%D0%B0%D1%82%D0%B5%D0%BA%D1%81-20%D0%BC%D0%B3-%D0%B8%D0%BD%D1%81%D1%82%D1%80%D1%83%D0%BA%D1%86%D0%B8%D1%8F?instruction_lang=RU	Modulator 846

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pregnancy 65 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25443467	Preventing		Approved 8583	Pharmatex Approved Use Myristalkonium is used as spermicide.

PubMed

Title	Date	PubMed
Biosorption of tetradecyl benzyl dimethyl ammonium chloride on activated sludge: kinetic, thermodynamic and reaction mechanisms.	2011-02	21195609
Enhancement of the luminescence efficiency of europium(III) tris(β-diketonato) complex in organic media by quaternary ammonium salts with anionic ligands.	2011	22156255
Intrinsic denervation of the colon is associated with a decrease of some colonic preneoplastic markers in rats treated with a chemical carcinogen.	2008-04	18297187
Inhibition of ornithine decarboxylase does not prevent intestinal smooth muscle hyperplasia in the rat.	1994-12	7810648

Patents

Sample Use Guides

In Vivo Use Guide

Capsule/suppository/tablet injected deep into the vagina at the latest 5-10 minutes before but not longer than 3 hours before sexual intercour.

Route of Administration: Vaginal

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Wed Apr 02 07:44:52 GMT 2025` Edited by `admin` on `Wed Apr 02 07:44:52 GMT 2025`
Record UNII	0W255OL75T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MIRISTALKONIUM CHLORIDE

Preferred Name

English

MYRISTALKONIUM CHLORIDE

Official Name

English

MIRISTALKONIUM CHLORIDE [MART.]

Common Name

English

AMMONIUM, BENZYLDIMETHYLTETRADECYL-, CHLORIDE

Systematic Name

English

MYRISTYL-BENZALKONIUM CHLORIDE

Common Name

English

Miristalkonium chloride [WHO-DD]

Common Name

English

MIRISTALKONIUM CHLORIDE [HSDB]

Common Name

English

N,N-DIMETHYL-N-TETRADECYLBENZENEMETHANAMINIUM CHLORIDE

Systematic Name

English

miristalkonium chloride [INN]

Common Name

English

MYRISTYLDIMETHYLBENZYLAMMONIUM CHLORIDE

Systematic Name

English

MYRISTYL DIMETHYL BENZYL AMMONIUM CHLORIDE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C28394