Structure of 1400W 2HCl
CAS No.: 214358-33-5
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
1400W 2HCl is a slow, tight binding, and highly selective inhibitor of inducible nitric-oxide synthase (iNOS).
Synonyms: 1400W (hydrochloride); N-(3-(Aminomethyl)benzyl)acetamidine; 1400W Dihydrochloride
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CAS No. : | 214358-33-5 |
Formula : | C10H17Cl2N3 |
M.W : | 250.17 |
SMILES Code : | CC(NCC1=CC=CC(CN)=C1)=N.[H]Cl.[H]Cl |
Synonyms : |
1400W (hydrochloride); N-(3-(Aminomethyl)benzyl)acetamidine; 1400W Dihydrochloride
|
MDL No. : | MFCD03428622 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Target |
|
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
Macrophages | 10 nM | 15–18 hours | Inhibition of NOS2 activity, reducing Lm spread between macrophages | PMC3361567 |
Aortic rings | 744 μM (IC 50) | 15 minutes | Evaluate the inhibitory effect of 1400W on ACh-evoked cGMP synthesis | PMC3594681 |
Hippocampal slices | 150 μM (IC 50) | 15 minutes | Evaluate the inhibitory effect of 1400W on NMDA-evoked cGMP accumulation | PMC3594681 |
HK-2 cells | 100 μg/mL | 24 hours | To evaluate the effect of 1400W on ROS production in HK-2 cells, results showed that 1400W reduced ROS levels. | PMC6976880 |
Microglia cell line | 10, 50, 100, 150 μM | 24 hours | To confirm the bioactivity of 1400W by determining the suppression of LPS-induced nitrite levels in the media. | PMC6768773 |
N/TERT keratinocytes | 1 μM | 8 days | Inhibition of NOS2 significantly improved the skin barrier formation in the HI 3D model, restoring the lipid barrier. | PMC7456239 |
COH-BR1 cells | 10 μM | 8-20 hours | To evaluate the effect of iNOS inhibition on PDT-induced apoptosis, results showed that 1400W significantly enhanced apoptosis. | PMC3594367 |
MDA-MB-231 cells | 10 μM | To evaluate the effect of 1400W on PDT-induced apoptosis, results showed that 1400W significantly enhanced apoptosis. | PMC3594367 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Sprague Dawley rats | Aged rat model | Intraperitoneal injection | 1 mg/kg | Single dose, sacrificed 30 minutes after treatment | 1400W markedly improved ACh-induced vasorelaxation (maximal relaxation: 87%±8%, P<0.05), while having no effect on acidified NaNO2-induced vasorelaxation. | PMC4012905 |
Sprague-Dawley rats | Insulin resistance model | Subcutaneous injection | 1 mg/kg | Twice daily for 7 days | 1400W significantly reversed or attenuated hyperglycaemia, hyperinsulinaemia, insulin resistance (HOMA index), body weight gain, peroxynitrite formation (nitrotyrosine expression) and the up-regulation of biomarkers of inflammation (B1 receptor, carboxypeptidase M, iNOS and IL-1β) in renal cortex and aorta and to some extent in the liver. | PMC4882489 |
Mice | Murine model of oxygen-induced retinopathy of prematurity | Subcutaneous injection | 1 mg/ml | Every 8 hours from P12 to P17 | To evaluate the potential utility of iNOS inhibitors for therapeutic use in ischemic retinopathy, the results showed that 1400W significantly reduced the size of the central capillary-free area and inhibited intravitreal neovascularization. | PMC208943 |
Mice | GSNOR-deficient mice | Intraperitoneal injection | 1 μg/g | Twice daily for 4 days | Inhibition of iNOS activity, prevention of AGT depletion, reduction of O6-etdG lesions, and decrease in hepatocarcinogenesis | PMC3644027 |
C57BL/6 mice | Systemic Lm infection model | Intraperitoneal injection | 10 mg/kg | Once at 0 and 24 hours post infection | Inhibition of NOS2 activity, reducing Lm spread and burden in the liver | PMC3361567 |
Mice | High-fat diet-induced obesity model | Oral | 10 mg/kg | Once daily for 28 days | To evaluate the effect of 1400W on obesity-induced chronic kidney disease, results showed that 1400W did not significantly improve kidney function. | PMC6976880 |
Wistar rats | Hypoxia/re-oxygenation model | Intraperitoneal injection | 10 mg/kg | Single administration, observed for 48 hours and 5 days | To investigate the effects of 1400W on lung injury under hypoxia/re-oxygenation conditions in rats. Results showed that 1400W reduced NOx levels, decreased lipid peroxidation, apoptotic cell percentage, and nitrated protein expression, indicating a negative role of iNOS-derived NO in lung hypoxia/re-oxygenation. | PMC7067322 |
C57 BL6/J mice | Bleomycin-induced lung injury model | Subcutaneous osmotic pump | 10 mg/kg/h | Continuous administration starting six days prior to ITB | Continuous administration of 1400 W via osmotic pump significantly attenuated bleomycin-induced lung inflammation, decreased chemotactic activity of the bronchoalveolar lavage (BAL), and reduced BAL cell count and nitrogen oxide production. Additionally, 1400 W inhibited the formation of S-nitrosylated SP-D (SNO-SP-D) and the structural disruption of SP-D. | PMC5059840 |
Sprague Dawley rats | Rat soman (GD) model of epilepsy | Intramuscular injection | 20 mg/kg | Once daily for 2 weeks | 1400W significantly reduced GD-induced motor and cognitive dysfunction; reduced nitrooxidative stress (nitrite, ROS; increased GSH:GSSG ratio); reduced proinflammatory cytokines in serum and cerebrospinal fluid (CSF); reduced epileptiform spikes and spontaneously recurring seizures (SRS) in males; reduced neuroinflammatory markers (GFAP + C3 and IBA1 + CD68-positive glia) and neurodegeneration (especially parvalbumin-positive neurons) in some brain regions. | PMC10337207 |
Sprague Dawley rats | DFP-induced long-term neurotoxicity model | Intramuscular | 20 mg/kg | Twice daily for the first three days | 1400W significantly reduced DFP-induced iNOS and 3-NT upregulation in the hippocampus and piriform cortex, and the serum nitrite levels at 24h post-exposure. 1400W also prevented DFP-induced mortality in <24h. The brain immunohistochemistry (IHC) at 7d post-exposure revealed a significant reduction in gliosis and neurodegeneration (NeuN+ FJB positive cells) in the 1400W-treated group. 1400W, in contrast to the vehicle, caused a significant reduction in the epileptiform spiking and spontaneous recurrent seizures (SRS) during 12 weeks of continuous video-EEG study. | PMC6768773 |
Mice | Obesity model induced by high-fat high-sucrose diet | Implanted osmotic pump | 30 mg/kg/day | Continued for 8 weeks | Reversed established CMD and oxidative stress, and preserved systolic/diastolic function in mice | PMC10264569 |
MRL/mpj mice | Autoimmune disease model | Intraperitoneal injection | 5 mg/kg | Once daily, starting the day before SEB instillation and continuing throughout the experiment | 1400W significantly inhibited lipid radical production in the lung, reduced the number of macrophages and neutrophils in BAL fluid, and alleviated inflammatory cell infiltration and collagen fiber synthesis in lung tissue. | PMC2700201 |
Bio Calculators | ||||
Preparing Stock Solutions | ![]() |
1mg | 5mg | 10mg |
1 mM 5 mM 10 mM |
4.00mL 0.80mL 0.40mL |
19.99mL 4.00mL 2.00mL |
39.97mL 7.99mL 4.00mL |
Tags: 1400W | NO Synthase Inhibitor | Apoptosis | Nitric oxide synthases | NOS | iNOS | neuronal NOS | endothelial NOS | 1400W dihydrochloride | iNOS inhibitor | nitric oxide synthase | oxidative stress | neuronal apoptosis | spatial memory | hypoxia reoxygenation | microglial cells | 214358-33-5
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H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
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H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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