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Details

Stereochemistry ACHIRAL
Molecular Formula C6H15N3S
Molecular Weight 161.268
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIMAPRIT

SMILES

CN(C)CCCSC(N)=N

InChI

InChIKey=OLHQOJYVQUNWPL-UHFFFAOYSA-N
InChI=1S/C6H15N3S/c1-9(2)4-3-5-10-6(7)8/h3-5H2,1-2H3,(H3,7,8)

HIDE SMILES / InChI

Molecular Formula C6H15N3S
Molecular Weight 161.268
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Dimaprit (S-[3-(N,N-dimethylamino)propyl]isothiourea) has been shown to be a highly specific histamine H2-receptor agonist.

CNS Activity

Curator's Comment: Dimaprit is CNS active in animals. No human data available.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Histamine modulates the expression of c-fos through cyclic AMP production via the H2 receptor in the human promonocytic cell line U937.
1997 Jun
Histamine H1 and H2 receptor antagonists accelerate skin barrier repair and prevent epidermal hyperplasia induced by barrier disruption in a dry environment.
2001 Feb
Disturbance of the prejunctional modulation of cholinergic neurotransmission during chronic granulomatous inflammation of the mouse ileum.
2001 Jul
Cloning and characterization of a novel human histamine receptor.
2001 Mar
Histamine induces exocytosis and IL-6 production from human lung macrophages through interaction with H1 receptors.
2001 Mar 15
Histamine H3 receptor-mediated inhibition of sympathetically evoked mydriasis in rats.
2001 May 4
Histamine inhibits chemotaxis, phagocytosis, superoxide anion production, and the production of TNFalpha and IL-12 by macrophages via H2-receptors.
2001 Sep
Activation of histamine H2 receptors ameliorates experimental allergic encephalomyelitis.
2002 Aug 7
Characteristics of histamine tachyphylaxis in rat uterine smooth muscle.
2002 Dec
Further evidence for the involvement of histamine H2 receptors in the control of defensive behaviour generated in the midbrain tectum.
2002 Feb
Histamine h(4) and h(2) receptors control histamine-induced interleukin-16 release from human CD8(+) T cells.
2002 Oct
Histamine receptor type coupled to nitric oxide-induced relaxation of guinea-pig nasal mucosa.
2002 Oct-Dec
Effect of histamine on intercellular adhesion molecule-1 expression and production of interferon-gamma and interleukin-12 in mixed lymphocyte reaction stimulated with interleukin-18.
2002 Sep 27
Differential activation of dual signaling responses by human H1 and H2 histamine receptors.
2003 Feb
PD-136,450: a CCK2 (gastrin) receptor antagonist with antisecretory, anxiolytic and antiulcer activity.
2003 Oct
Replacement of amino acid sequence features of a- and c-subunits of ATP synthases of Alkaliphilic Bacillus with the Bacillus consensus sequence results in defective oxidative phosphorylation and non-fermentative growth at pH 10.5.
2004 Jun 18
Curcuma longa extract protects against gastric ulcers by blocking H2 histamine receptors.
2005 Dec
Excitatory effect of histamine on neuronal activity of rat globus pallidus by activation of H2 receptors in vitro.
2005 Nov
Histamine excites neonatal rat sympathetic preganglionic neurons in vitro via activation of H1 receptors.
2006 Apr
Histamine enhances inhibitory avoidance memory consolidation through a H2 receptor-dependent mechanism.
2006 Jul
Histamine H4 receptor agonists have more activities than H4 agonism in antigen-specific human T-cell responses.
2007 Jun
Histamine ameliorates anti-glomerular basement membrane antibody-induced glomerulonephritis in rats.
2007 Sep
The ATPase cycle of the mitochondrial Hsp90 analog Trap1.
2008 Apr 25
Validation of a conscious rat model for the discovery of novel agents that inhibit gastric acid secretion.
2008 Jul 28
Antagonist affinity measurements at the Gi-coupled human histamine H3 receptor expressed in CHO cells.
2008 Jun 6
Patents

Sample Use Guides

Mice: oral administration of dimaprit 200 mg/kg
Route of Administration: Other
In vitro, dimaprit dose dependently inhibited the production of TNF-alpha in mouse peritoneal macrophages and human peripheral blood monocytes stimulated with lipopolysaccharide with IC50 values of 1 uM. Dimaprit, added to tumour cell cultures (100 uM), inhibited the incorporation of 3H-thymidine while embryonic cell cultures were unaffected.
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:45:56 GMT 2023
Edited
by admin
on Fri Dec 15 19:45:56 GMT 2023
Record UNII
ZZQ699148P
Record Status Validated (UNII)
Record Version
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Name Type Language
DIMAPRIT
Common Name English
3-DIMETHYLAMINOPROPYL SULFANYLMETHANIMIDAMIDE
Systematic Name English
Code System Code Type Description
WIKIPEDIA
DIMAPRIT
Created by admin on Fri Dec 15 19:45:56 GMT 2023 , Edited by admin on Fri Dec 15 19:45:56 GMT 2023
PRIMARY
CAS
65119-89-3
Created by admin on Fri Dec 15 19:45:56 GMT 2023 , Edited by admin on Fri Dec 15 19:45:56 GMT 2023
PRIMARY
EPA CompTox
DTXSID0037154
Created by admin on Fri Dec 15 19:45:56 GMT 2023 , Edited by admin on Fri Dec 15 19:45:56 GMT 2023
PRIMARY
FDA UNII
ZZQ699148P
Created by admin on Fri Dec 15 19:45:56 GMT 2023 , Edited by admin on Fri Dec 15 19:45:56 GMT 2023
PRIMARY
PUBCHEM
3077
Created by admin on Fri Dec 15 19:45:56 GMT 2023 , Edited by admin on Fri Dec 15 19:45:56 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY