MALOTILATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H16O4S2
Molecular Weight	288.383
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)OC(=O)C(C(=O)OC(C)C)=C1SC=CS1

InChI

InChIKey=YPIQVCUJEKAZCP-UHFFFAOYSA-N

InChI=1S/C12H16O4S2/c1-7(2)15-10(13)9(11(14)16-8(3)4)12-17-5-6-18-12/h5-8H,1-4H3

HIDE SMILES / InChI

Molecular Formula	C12H16O4S2
Molecular Weight	288.383
Charge	0
Count

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

Description
Sources: http://www.ncbi.nlm.nih.gov/pubmed/2544209
Curator's Comment: description was created based on several sources, including https://www.medchemexpress.com/malotilate.html

Malotilate (NKK-105) is a drug used in the treatment of liver disease. Malotilate selectively inhibits the 5-lipoxygenase. Malotilate prevented increases in serum markers of type III and IV collagen synthesis as well as accumulation of the collagens, laminin and fibronectin in the liver.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Arachidonate 5-lipoxygenase 52 Target ID: CHEMBL215 Sources: http://www.ncbi.nlm.nih.gov/pubmed/2537738	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Alcoholic liver disease 2 Sources: http://www.ncbi.nlm.nih.gov/pubmed/2544209	Primary		Phase II 1147	Unknown Approved Use Unknown

C_max

Value	Dose	Analyte	Population
7.1 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7840505/	150 mg 2 times / day multiple, oral dose: 150 mg route of administration: Oral experiment type: MULTIPLE co-administered:	UBENIMEX unknown	Homo sapiens population: UNHEALTHY age: UNKNOWN sex: UNKNOWN food status: UNKNOWN
0.7 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3743616/	500 mg single, oral dose: 500 mg route of administration: Oral experiment type: SINGLE co-administered:	MALOTILATE plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
0.019 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3743616/	600 mg single, oral dose: 600 mg route of administration: Oral experiment type: SINGLE co-administered:	MALOTILATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
0.028 μg/mL EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/13/4/13_4_559/_article/-char/en	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:	MALOTILATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
0.035 μg/mL EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/13/4/13_4_559/_article/-char/en	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:	MALOTILATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
0.058 μg/mL EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/13/4/13_4_559/_article/-char/en	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:	MALOTILATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
0.015 μg/mL EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/13/4/13_4_559/_article/-char/en	200 mg 3 times / day multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered:	MALOTILATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
0.024 μg/mL EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/13/4/13_4_559/_article/-char/en	200 mg 3 times / day multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered:	MALOTILATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED

AUC

Value	Dose	Analyte	Population
227.3 mg × min/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3743616/	500 mg single, oral dose: 500 mg route of administration: Oral experiment type: SINGLE co-administered:	MALOTILATE plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
4.24 mg × min/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3743616/	600 mg single, oral dose: 600 mg route of administration: Oral experiment type: SINGLE co-administered:	MALOTILATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
0.044 μg × h/mL EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/13/4/13_4_559/_article/-char/en	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:	MALOTILATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
0.052 μg × h/mL EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/13/4/13_4_559/_article/-char/en	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:	MALOTILATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
0.1 μg × h/mL EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/13/4/13_4_559/_article/-char/en	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:	MALOTILATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
0.02 μg × h/mL EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/13/4/13_4_559/_article/-char/en	200 mg 3 times / day multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered:	MALOTILATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
0.035 μg × h/mL EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/13/4/13_4_559/_article/-char/en	200 mg 3 times / day multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered:	MALOTILATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED

T_1/2

Value	Dose	Analyte	Population
2.1 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7840505/	150 mg 2 times / day multiple, oral dose: 150 mg route of administration: Oral experiment type: MULTIPLE co-administered:	UBENIMEX unknown	Homo sapiens population: UNHEALTHY age: UNKNOWN sex: UNKNOWN food status: UNKNOWN
11.5 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3743616/	500 mg single, oral dose: 500 mg route of administration: Oral experiment type: SINGLE co-administered:	MALOTILATE plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
1.069 h EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/13/4/13_4_559/_article/-char/en	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:	MALOTILATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
0.91 h EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/13/4/13_4_559/_article/-char/en	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:	MALOTILATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED

Doses

Dose	Population	Adverse events
400 mg 3 times / day multiple, oral Highest studied dose Dose: 400 mg, 3 times / day Route: oral Route: multiple Dose: 400 mg, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/3743616	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/3743616	Other AEs: Dry skin... Other AEs: Dry skin (1 pt) Sources: https://pubmed.ncbi.nlm.nih.gov/3743616

AEs

AE	Significance	Dose	Population
Dry skin	1 pt	400 mg 3 times / day multiple, oral Highest studied dose Dose: 400 mg, 3 times / day Route: oral Route: multiple Dose: 400 mg, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/3743616	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/3743616

PubMed

Title	Date	PubMed
bFGF regulates PI3-kinase-Rac1-JNK pathway and promotes fibroblast migration in wound healing.	2010-08-17	20808927
Specific siRNA targeting the receptor for advanced glycation end products inhibits experimental hepatic fibrosis in rats.	2008-04	19325776
Matrix metalloproteinase gene delivery for liver fibrosis.	2008-02	17577645
Serum levels of YKL-40 and PIIINP as prognostic markers in patients with alcoholic liver disease.	2003-08	12873813
[Effect of tanshinone IIA on CCl4-induced liver fibrosis in rats].	2002-01	12583240
[Acute alcoholic hepatitis: treatments].	2001-06-09	11433695
Gene-CYP11B2 expression in rat liver in hepatic fibrogenesis induced by CCl4.	2001-01	11779439
Modulation of the reductive metabolism of halothane by microsomal cytochrome b5 in rat liver.	1987-12-07	3689822
[Protective effect of malotilate (diisopropyl 1,3-dithiol-2-ylidenemalonate) on chemical-induced hepatotoxicity].	1986-08	3795300

Patents

Sample Use Guides

In Vivo Use Guide

Six patients in an open 6-month trial received malotilate 200 mg t.i.d. for 2 months and 400 mg t.i.d. for 4 months

Route of Administration: Oral

In Vitro Use Guide

Effects of NKK-105 (MALOTILATE) against lipid peroxidation of microsomes by CCl4 are investigated, in vitro. NKK-105 had no effect on microsomal lipid peroxidation. With the microsomal fraction was preincubated with NKK-105 before adding CCl4, the lipid peroxidation induced with CCl4 was almost prevented by NKK-105.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:56:07 GMT 2025` Edited by `admin` on `Mon Mar 31 18:56:07 GMT 2025`
Record UNII	RV59PND975
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MALOTILATE

Official Name

English

HEPATION

Preferred Name

English

KANTEC

Brand Name

English

MALOTILATE [MART.]

Common Name

English

PROPANEDIOIC ACID, 2-(1,3-DITHIOL-2-YLIDENE)-, 1,3-BIS(1-METHYLETHYL) ESTER

Common Name

English

NKK-105

Code

English

MALOTILATE [MI]

Common Name

English

PROPANEDIOIC ACID, 1,3-DITHIOL-2-YLIDENE-, BIS(1-METHYLETHYL) ESTER

Common Name

English

MALOTILATE [JAN]

Common Name

English

malotilate [INN]

Common Name

English

Malotilate [WHO-DD]

Common Name

English

MALOTILATE [USAN]

Common Name

English

DIISOPROPYL 1,3-DITHIOL-2-YLIDENEMALONATE

Systematic Name

English

NKK 105

Code

English

Code System Code Type Description

SMS_ID

100000081740