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W4262

Sigma-Aldrich

1400W dihydrochloride

>98%, solid

Synonym(s):

N-([3-(Aminomethyl)phenyl]methyl)ethanimidamide dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C10H15N3 · 2 HCl
CAS Number:
214358-33-5
Molecular Weight:
250.17
MDL number:
MFCD03428622
UNSPSC Code:
12352200
PubChem Substance ID:
24278778
NACRES:
NA.77

Quality Level

100

assay

>98%

form

solid

storage condition

desiccated

originator

GlaxoSmithKline

shipped in

wet ice

storage temp.

−20°C

SMILES string

Cl[H].Cl[H].CC(=N)NCc1cccc(CN)c1

InChI

1S/C10H15N3.2ClH/c1-8(12)13-7-10-4-2-3-9(5-10)6-11;;/h2-5H,6-7,11H2,1H3,(H2,12,13);2*1H

InChI key

WDJHSQZCZGPGAA-UHFFFAOYSA-N

Gene Information

human ... NOS1(4842) , NOS2(4843) , NOS3(4846)

Application

1400W dihydrochloride has been used:
  • as a strong inhibitor of inducible nitric oxide to analyse its effect on intestinal ischemia/reperfusion (I/R) injury model in rat
  • as inducible nitric oxide synthase (iNOS)-selective inhibitor, to elucidate the mechanism of PM10-induced endothelial dysfunction
  • to study its efficacy on renal ischemia/ reperfusion injury in rats
  • as iNOS inhibitor to investigate its ability to counteract spatial memory deficits after hypobaric hypoxia reoxygenation

Biochem/physiol Actions

1400W dihydrochloride is a potent and selective inhibitor of inducible nitric oxide synthase (iNOS).

Features and Benefits

This compound is featured on the Nitric Oxide Synthases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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1400 W ameliorates acute hypobaric hypoxia/reoxygenation-induced cognitive deficits by suppressing the induction of inducible nitric oxide synthase in rat cerebral cortex microglia
Shi Q, et al.
Behavioural Brain Research, 319(8), 188-199 (2017)
Melatonin and 1400 W ameliorate both intestinal and remote organ injury following mesenteric ischemia/reperfusion
Kesik V, et al.
The Journal of Surgical Research, 157(1), e97-e105 (2009)
E P Garvey et al.
The Journal of biological chemistry, 272(8), 4959-4963 (1997-02-21)
N-(3-(Aminomethyl)benzyl)acetamidine (1400W) was a slow, tight binding inhibitor of human inducible nitric- oxide synthase (iNOS). The slow onset of inhibition by 1400W showed saturation kinetics with a maximal rate constant of 0.028 s-1 and a binding constant of 2.0 microM.
L L Thomsen et al.
Cancer research, 57(15), 3300-3304 (1997-08-01)
We have investigated the effect of N-(3-(aminomethyl)benzyl)acetamidine (1400W), a novel and highly selective inhibitor for inducible NOS (iNOS), on in vivo growth of solid tumors expressing iNOS. For the EMT6 murine mammary adenocarcinoma, in which iNOS is expressed in the
Comparison of the efficacy of melatonin and 1400W on renal ischemia/reperfusion injury: a role for inhibiting iNOS
Ersoz N, et al.
Renal Failure, 31(8), 704-710 (2009)
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