MYRISTALKONIUM ION

First approved in 1999

Details

Stereochemistry	ACHIRAL
Molecular Formula	C23H42N
Molecular Weight	332.5863
Optical Activity	NONE
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	1

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=WNBGYVXHFTYOBY-UHFFFAOYSA-N

InChI=1S/C23H42N/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/q+1

HIDE SMILES / InChI

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

Name

Type

Language

MYRISTALKONIUM ION

Common Name

English

MIRISTALKONIUM

Preferred Name

English

ZEPHIRAMINE CATION

Common Name

English

BENZYLDIMETHYLTETRADECYLAMMONIUM

Systematic Name

English

Miristalkonium [WHO-DD]

Common Name

English

MYRISTYL-BENZALKONIUM

Common Name

English

BENZENEMETHANAMINIUM, N,N-DIMETHYL-N-TETRADECYL-

Systematic Name

English

MYRISTALKONIUM CATION

Common Name

English

TETRADECYLBENZYLDIMETHYLAMMONIUM

Systematic Name

English

AMMONIUM, BENZYLDIMETHYLTETRADECYL-

Systematic Name

English

MYRISTALKONIUM

Common Name

English

ZEPHIRAMINE ION

Common Name

English

Classification Tree Code System Code

WHO-ATC

R02AA10