SKF-91488

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H17N3S
Molecular Weight	175.295
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN(C)CCCCSC(N)=N

InChI

InChIKey=UFYJLJINUGVUHO-UHFFFAOYSA-N

InChI=1S/C7H17N3S/c1-10(2)5-3-4-6-11-7(8)9/h3-6H2,1-2H3,(H3,8,9)

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Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8543749 | https://www.ncbi.nlm.nih.gov/pubmed/161853 | https://www.ncbi.nlm.nih.gov/pubmed/12540019

SKF-91488 is a noncompetitive inhibitor of histamine-N-methyltransferase. It modulates the effects of exogenous histamine and endogenously released histamine induced by antigen challenge on plasma extravasation in the airway in guinea pigs in vivo. SKF-91488 raised dose-dependently the pain threshold in rodent antinociception tests. Endogenous central histamine, after SKF 91488 treatment, via activation of H, receptors produces reversal of hypotension, with improvement in the survival rate at 2 h after treatment, in rats subjected to critical haemorrhagic hypovolaemia.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Histamine N-methyltransferase 10 Target ID: CHEMBL3241 Sources: https://www.ncbi.nlm.nih.gov/pubmed/34400	Inhibitor 8297		0.9 µM [Ki]

Conditions

Condition	Modality	Highest Phase	Product
Irreversible haemorrhagic hypotension 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12540019 https://www.ncbi.nlm.nih.gov/pubmed/12398155	Primary	Preclinical	Unknown Approved Use Unknown
Pain 614 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9089666	Primary	Preclinical	Unknown Approved Use Unknown
Parkinson's disease 226 Sources: https://patents.google.com/patent/US20100143322	Primary	Not Provided 504	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Inhibition of histamine methylation in vivo by the dimaprit analog, SKF Compound 91488.	1979 Dec	161853
Structure and function of human histamine N-methyltransferase: critical enzyme in histamine metabolism in airway.	1994 Sep	7943261
Histamine N-methyltransferase regulates histamine-induced phosphoinositide hydrolysis in guinea pig cerebellum.	2001 Jul 27	11445272
Expression of diamine oxidase (histaminase) in guinea-pig tissues.	2002 Feb 22	11890907

Patents

Sample Use Guides

In Vivo Use Guide

Rat: 10-100 ug

Route of Administration: Other

In Vitro Use Guide

The dose-response curve of the histamine-stimulated phosphoinositide hydrolysis in the guinea pig cerebellar slices was shifted to the left when the slices were pretreated with SKF 91488 100 uM.

Name

Type

Language

SKF-91488

Common Name

English

CARBAMIMIDOTHIOIC ACID, 4-(DIMETHYLAMINO)BUTYL ESTER

Systematic Name

English

HOMODIMAPRIT

Common Name

English

SK&F 91488

Common Name

English

Code System Code Type Description

DRUG BANK

DB07106