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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
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
Effect of adenosine and histamine receptor stimulation on canine histamine release to pentagastrin.
1997
Histamine modulates the expression of c-fos through cyclic AMP production via the H2 receptor in the human promonocytic cell line U937.
1997 Jun
Regulation of interleukin-6, and macrophage colony-stimulating factor mRNA levels by histamine in stromal cell line (MC3T3-G2/PA6).
1998 May
Histamine H1 and H2 receptor antagonists accelerate skin barrier repair and prevent epidermal hyperplasia induced by barrier disruption in a dry environment.
2001 Feb
Phe217 regulates the transfer of allosteric information across the subunit interface of the RecA protein filament.
2001 Jan 10
Disturbance of the prejunctional modulation of cholinergic neurotransmission during chronic granulomatous inflammation of the mouse ileum.
2001 Jul
Structure of a fast kinesin: implications for ATPase mechanism and interactions with microtubules.
2001 Nov 15
Effects of histamine on the contractile and electrical activity in isolated lymphatic vessels of the guinea-pig mesentery.
2002 Aug
Accelerated clearance of Escherichia coli in experimental peritonitis of histamine-deficient mice.
2002 Aug 15
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
Comparison of the antisecretory and antiulcer activity of epidermal growth factor, urogastrone and transforming growth factor alpha and its derivative in rodents in vivo.
2002 Jul
Rodent antinociception following acute treatment with different histamine receptor agonists and antagonists.
2002 Jun
Histamine receptor type coupled to nitric oxide-induced relaxation of guinea-pig nasal mucosa.
2002 Oct-Dec
Excitatory effects of histamine on cerebellar interpositus nuclear cells of rats through H(2) receptors in vitro.
2002 Sep 6
Histaminergic modulation of the intact respiratory network of adult mice.
2003 Feb
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
The effects of histamine on rat and monkey retinal ganglion cells.
2004 Nov-Dec
Histamine contributes to ischemia-related activation of cardiac spinal afferents: role of H1 receptors and PKC.
2005 Feb
Evaluation of histamine H1-, H2-, and H3-receptor ligands at the human histamine H4 receptor: identification of 4-methylhistamine as the first potent and selective H4 receptor agonist.
2005 Sep
Histamine enhances inhibitory avoidance memory consolidation through a H2 receptor-dependent mechanism.
2006 Jul
Cultured smooth muscle cells of the human vesical sphincter are more sensitive to histamine than are detrusor smooth muscle cells.
2006 May
Study on the antinociceptive action of Tyr-K-MIF-1, a peptide from the MIF family.
2007 Apr
Modification of formalin-induced nociception by different histamine receptor agonists and antagonists.
2007 Jan 15
Histamine-induced itch and its relationship with pain.
2008 Jul 31
Antagonist affinity measurements at the Gi-coupled human histamine H3 receptor expressed in CHO cells.
2008 Jun 6
Histamine metabolism influences blood vessel branching in zebrafish reg6 mutants.
2008 Mar 25
Pharmacological characterization of the new histamine H4 receptor agonist VUF 8430.
2009 May
Differential role of beta-catenin in VEGF and histamine-induced MMP-2 production in microvascular endothelial cells.
2009 May 15
Persistent oxygen-glucose deprivation induces astrocytic death through two different pathways and calpain-mediated proteolysis of cytoskeletal proteins during astrocytic oncosis.
2010 Jul 26
Control of the flow properties of DNA by topoisomerase II and its targeting inhibitor.
2010 Sep 22
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.
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
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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