S-Methyl-L-thiocitrulline dihydrochloride

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S-Methyl-L-thiocitrulline dihydrochloride Basic information
Product Name:S-Methyl-L-thiocitrulline dihydrochloride
Synonyms:S-MTC dihydrochloride;JNZHDSKJUXGYRG-XRIGFGBMSA-N;(S,E)-2-Amino-5-((amino(methylthio)methylene)amino)pentanoic acid dihydrochloride;L-Ornithine, N5-[imino(methylthio)methyl]-, hydrochloride (1:2)
CAS:209589-59-3
MF:C7H15N3O2S.2HCl
MW:278.2
EINECS:
Product Categories:
Mol File:209589-59-3.mol
S-Methyl-L-thiocitrulline dihydrochloride Structure
S-Methyl-L-thiocitrulline dihydrochloride Chemical Properties
storage temp. Freezer (-20°C)
solubility DMF: >14 mg/ml; DMSO: >20 mg/ml; Ethanol: >75 mg/ml; PBS pH 7.2: >25 mg/ml
form White to off-white solid.
color white to off-white
Water Solubility water: 50mg/mL
InChI1S/C7H15N3O2S/c1-13-7(9)10-4-2-3-5(8)6(11)12/h5H,2-4,8H2,1H3,(H2,9,10)(H,11,12)/t5-/m0/s1
InChIKeyNGVMVBQRKZPFLB-YFKPBYRVSA-N
SMILESS(C)\C(=N/CCC[C@H]([N+H3])C(=O)[O-])\N
Safety Information
WGK Germany WGK 3
HS Code 29310099
Storage Class11 - Combustible Solids
MSDS Information
S-Methyl-L-thiocitrulline dihydrochloride Usage And Synthesis
Chemical Propertieswhite to tan amorphous powder
UsesS-Methyl-L thiocitrulline, Dihydrochloride is a potent inhibitor of NOS1 and NOS3.
DefinitionChEBI: S-methyl-L-Thiocitrulline (hydrochloride) is a L-alpha-amino acid.
Biological ActivityCell permeable: yes', 'Primary Target
R at neuronal nitric oxide synthase', 'Product does not compete with ATP.', 'Reversible: no', 'Target IC50: 300 nM for r at neuronal nitric oxide synthase
in vivo

S-MTC dihydrochloride (S-methyl-L-thiocitrulline) is a selective neuronal NOS-inhibitor. Following pretreatment with S-MTC dihydrochloride (i.c.v.), the HBO2-induced antinociception is significantly antagonized. In Experiment #2, different groups of mice are pretreated with naltrexone hydrochloride (NTX) (3.0 mg/kg, i.p.), L-NAME (1.0 μg/mouse, i.c.v.), S-MTC dihydrochloride (1.0 μg/mouse, i.c.v.) or N5-(1-iminoethyl)-L-ornithine (L-NIO) (3.0 mg/kg, s.c.) 15-30 min prior to HBO2 treatment. The antinociceptive effect assessed 90 min after HBO2 treatment is completely abolished by NTX and L-NAME, antagonized by two-thirds by S-MTC dihydrochloride and largely unaffected by L-NIO (F=25.57, p<0.0001)[2]. At a dose of 0.3 mg/kg, S-MTC dihydrochloride (SMTC) causes a rise in mean blood pressure (BP). At doses of 1.0, 3.0 and 10 mg/kg, S-MTC dihydrochloride causes falls in heart rate, rises in BP and vasoconstriction in all three vascular beds[3].

S-Methyl-L-thiocitrulline dihydrochloride Preparation Products And Raw materials
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