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Details

Stereochemistry ACHIRAL
Molecular Formula C28H44NO2.Cl.H2O
Molecular Weight 480.123
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENZYLDIMETHYL(2-(2-((4-(1,1,3,3-TETRAMETHYLBUTYL)-M-TOLYL)OXY)ETHOXY)ETHYL)AMMONIUM CHLORIDE MONOHYDRATE

SMILES

O.[Cl-].CC1=CC(OCCOCC[N+](C)(C)CC2=CC=CC=C2)=CC=C1C(C)(C)CC(C)(C)C

InChI

InChIKey=XSTVKUYSCKWKCJ-UHFFFAOYSA-M
InChI=1S/C28H44NO2.ClH.H2O/c1-23-20-25(14-15-26(23)28(5,6)22-27(2,3)4)31-19-18-30-17-16-29(7,8)21-24-12-10-9-11-13-24;;/h9-15,20H,16-19,21-22H2,1-8H3;1H;1H2/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 HO
Molecular Weight 17.0073
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C28H44NO2
Molecular Weight 426.6545
Charge 1
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Methylbenzethonium chloride is a quaternary ammonium with antimicrobial activity, which is used in combination with aminoglycoside antibiotic, paromomycin (brand name LESHCUTAN) for the topical treatment of cutaneous leishmaniasis.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
LESHCUTAN

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Topical paromomycin/methylbenzethonium chloride plus parenteral meglumine antimonate as treatment of American cutaneous leishmaniasis: controlled study.
1999 Aug
Randomized, controlled, double-blind trial of topical treatment of cutaneous leishmaniasis with paromomycin plus methylbenzethonium chloride ointment in Guatemala.
2001 Nov
Leishmania major: in vitro and in vivo anti-leishmanial activity of paromomycin ointment (Leshcutan) combined with the immunomodulator Imiquimod.
2007 Jun
Patents

Sample Use Guides

1- Clean the affected area and completely cover with the ointment. A sterile dressing can be used to dress the area. 2- Apply the ointment twice a day, for about 10 days. If full recovery is not achieved, the doctor will consider administration of an additional 10-day course of treatment.
Route of Administration: Topical
Methylbenzethonium chloride at 0.1 and 0.5 microg/ml inhibited the parasite development by 39.5% and 65.2%. Imiquimod (5-10 microg/ml) combined with either paromomycin (25, 50 and 100 microg/ml) or methylbenzethonium chloride (0.1 and 0.5 microg/ml) showed an anti-leishmanial additive effect.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:38:31 GMT 2023
Edited
by admin
on Fri Dec 15 15:38:31 GMT 2023
Record UNII
890DE8DEBI
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BENZYLDIMETHYL(2-(2-((4-(1,1,3,3-TETRAMETHYLBUTYL)-M-TOLYL)OXY)ETHOXY)ETHYL)AMMONIUM CHLORIDE MONOHYDRATE
Systematic Name English
BENZENEMETHANAMINIUM, N,N-DIMETHYL-N-(2-(2-(3-METHYL-4-(1,1,3,3-TETRAMETHYLBUTYL)PHENOXY)ETHOXY)ETHYL)-, CHLORIDE, HYDRATE (1:1:1)
Systematic Name English
AMMONIUM, BENZYLDIMETHYL(2-(2-((4-(1,1,3,3-TETRAMETHYLBUTYL)-M-TOLYL)OXY)ETHOXY)ETHYL)-, CHLORIDE, MONOHYDRATE
Systematic Name English
Code System Code Type Description
FDA UNII
890DE8DEBI
Created by admin on Fri Dec 15 15:38:31 GMT 2023 , Edited by admin on Fri Dec 15 15:38:31 GMT 2023
PRIMARY
CAS
10139-80-7
Created by admin on Fri Dec 15 15:38:31 GMT 2023 , Edited by admin on Fri Dec 15 15:38:31 GMT 2023
PRIMARY
PUBCHEM
22760839
Created by admin on Fri Dec 15 15:38:31 GMT 2023 , Edited by admin on Fri Dec 15 15:38:31 GMT 2023
PRIMARY