PROMETRYN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H19N5S
Molecular Weight	241.356
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CSC1=NC(NC(C)C)=NC(NC(C)C)=N1

InChI

InChIKey=AAEVYOVXGOFMJO-UHFFFAOYSA-N

InChI=1S/C10H19N5S/c1-6(2)11-8-13-9(12-7(3)4)15-10(14-8)16-5/h6-7H,1-5H3,(H2,11,12,13,14,15)

HIDE SMILES / InChI

Molecular Formula	C10H19N5S
Molecular Weight	241.356
Charge	0
Count

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

Approval Year

PubMed

Title	Date	PubMed
Oversulfated chondroitin/dermatan sulfates containing GlcAbeta1/IdoAalpha1-3GalNAc(4,6-O-disulfate) interact with L- and P-selectin and chemokines.	2002-04-12	11821431
Hydroxyurea corrects the dysregulated L-selectin expression and increased H(2)O(2) production of polymorphonuclear neutrophils from patients with sickle cell anemia.	2002-04-01	11895759
The role of migrating leukocytes in IL-1 beta-induced up-regulation of kinin B(1) receptors in rats.	2002-03	11877316
Effects of transdermal hormone replacement therapy on levels of soluble P- and E-selectin in postmenopausal healthy women.	2002-03	11872198
Expression of cell adhesion molecules during human preimplantation embryo development.	2002-03	11870231
Association between single-nucleotide polymorphisms in selectin genes and immunoglobulin A nephropathy.	2002-03	11828340
The role of E-selectin, P-selectin, and very late activation antigen-4 in T lymphocyte migration to dermal inflammation.	2002-02-15	11823529
Hematologically important mutations: leukocyte adhesion deficiency.	2002-02-08	11831866
Inverse relationship between plasma von Willebrand factor and soluble P selectin in patients with type 1 but not type 2 von Willebrand disease.	2002-02	11835351
Intercellular cell adhesion molecule-1 and selectin ligands in acute cardiac allograft rejection: a study on gene-deficient mouse models.	2002-02	11818453
Cimetidine in colorectal cancer--are the effects immunological or adhesion-mediated?	2002-01-21	11870499
Endothelin in the mechanism of endothelial injury and neutrophil adhesion in the post-ischemic guinea-pig heart.	2002-01-02	11755171
The effects of heparin and related molecules on vascular permeability and neutrophil accumulation in rabbit skin.	2002-01	11815383
Posttraumatic immune modulation in chronic alcoholics is associated with multiple organ dysfunction syndrome.	2002-01	11791058
Magnolol attenuates VCAM-1 expression in vitro in TNF-alpha-treated human aortic endothelial cells and in vivo in the aorta of cholesterol-fed rabbits.	2002-01	11786478
Leukocyte adhesion deficiency syndromes: adhesion and tethering defects involving beta 2 integrins and selectin ligands.	2002-01	11753075
Small molecule selectin ligand inhibition improves outcome in ischemic acute renal failure.	2001-12	11737594
Therapeutic potential of a novel synthetic selectin blocker, OJ-R9188, in allergic dermatitis.	2001-12	11724756
The FX enzyme is a functional component of lymphocyte activation.	2001-11-01	11831876
Inhibition of P-selectin specific cell adhesion by a low molecular weight, non-carbohydrate compound, KF38789.	2001-11	11766994
Minimal requirements for the binding of selectin ligands to a C-type carbohydrate-recognition domain.	2001-11	11744633
Effects of acute exercise on hemorheological, endothelial, and platelet markers in patients with chronic heart failure in sinus rhythm.	2001-11	11714130
A novel selectin blocker alleviates oxidative stress of lung reperfusion injury.	2001-11	11676561
Intracisternally localized bacterial DNA containing CpG motifs induces meningitis.	2001-10-15	11591791
IL-12, STAT4-dependent up-regulation of CD4(+) T cell core 2 beta-1,6-n-acetylglucosaminyltransferase, an enzyme essential for biosynthesis of P-selectin ligands.	2001-10-15	11591774
Molecular pathways in bone marrow homing: dominant role of alpha(4)beta(1) over beta(2)-integrins and selectins.	2001-10-15	11588037
Coupled effects of treated effluent irrigation and wetting-drying cycles on transport of triazines through unsaturated soil columns.	2001-10-02	11577872
Species-specific and conserved epitopes on mouse and human E-selectin important for leukocyte adhesion.	2001-10-01	11570819
Immobilized IL-8 triggers progressive activation of neutrophils rolling in vitro on P-selectin and intercellular adhesion molecule-1.	2001-10-01	11564821
Plasma markers of endothelial dysfunction in pulmonary hypertension.	2001-10	11591565
Core 2 beta1,6-N-acetylglucosaminyltransferases and alpha1,3-fucosyltransferases regulate the synthesis of O-glycans on selectin ligands on oral cavity carcinoma cells.	2001-09-13	11552947
Drug design, synthesis, and evaluation of a non-sugar-based selectin antagonist.	2001-09-03	11527732
Increased platelet glycoprotein V levels in patients with coronary and peripheral atherosclerosis--the influence of aspirin and cigarette smoking.	2001-09	11583307
Recruitment of neutrophils across the blood-brain barrier: the role of E- and P-selectins.	2001-09	11524616
Xenon does not affect human platelet function in vitro.	2001-09	11524331
Serum concentration of adhesion molecules in patients with delayed ischaemic neurological deficit after aneurysmal subarachnoid haemorrhage: the immunoglobulin and selectin superfamilies.	2001-09	11511705
Differential requirements for core2 glucosaminyltransferase for endothelial L-selectin ligand function in vivo.	2001-08-15	11490014
The genes encoding E-selectin (SELE) and lymphotactin (SCYC1) lie on separate chicken chromosomes although they are closely linked in human and mouse.	2001-08	11685458
Limited endothelial E- and P-selectin expression in MRL/lpr lupus-prone mice.	2001-08	11511758
Soluble leukocyte selectin in the analysis of pleural effusions.	2001-08	11502630
Altered megakaryocyte-platelet haemostatic axis in hypercholesterolaemia.	2001-08	11487381
Effects of a new synthetic selectin blocker in an acute rat thrombotic glomerulonephritis.	2001-08	11479151
Cutting edge: differential requirements for Stat4 in expression of glycosyltransferases responsible for selectin ligand formation in Th1 cells.	2001-07-15	11441063
Targeting selectins for the treatment of respiratory diseases.	2001-07	11757789
Early increase in levels of soluble inter-cellular adhesion molecule-1 (sICAM-1); potential risk factor for the acute coronary syndromes.	2001-07	11440495
Ligand coated nanosphere adhesion to E- and P-selectin under static and flow conditions.	2001-06	11459346
Soluble selectin profiles associated with severe trauma.	2001	11726035
Effect of sialyl Lewis(x) selectin blockade on myocardial protection during cardioplegic arrest and reperfusion.	2001	11673140
Improvements to parallel plate flow chambers to reduce reagent and cellular requirements.	2001	11580861
Salvianolic acid B attenuates VCAM-1 and ICAM-1 expression in TNF-alpha-treated human aortic endothelial cells.	2001	11500927

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:36:44 GMT 2025` Edited by `admin` on `Mon Mar 31 17:36:44 GMT 2025`
Record UNII	1K20TB75IL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PROMETRYN

Common Name

English

CAPAROL

Preferred Name

English

G-34161

Common Name

English

PROMETRYN [ISO]

Common Name

English

PROMETRYN [MI]

Common Name

English

NSC-163049

Code

English

PROMETRYN [HSDB]

Common Name

English

2,4-BIS(ISOPROPYLAMINO)-6-(METHYLTHIO)-S-TRIAZINE

Systematic Name

English

PROMETHRYN

Common Name

English

GESAGARD

Brand Name

English

PROMETRYNE

Common Name

English

N,N'-BIS(1-METHYLETHYL)-6-METHYLTHIO-1,3,5-TRIAZINE-2,4-DIAMINE

Systematic Name

English

Code System Code Type Description

MERCK INDEX

m9174