ChemicalBook--->CAS DataBase List--->209589-59-3

209589-59-3

209589-59-3 Structure

209589-59-3 Structure
IdentificationBack Directory
[Name]

S-Methyl-L-thiocitrulline dihydrochloride
[CAS]

209589-59-3
[Synonyms]

S-MTC dihydrochloride
[Molecular Formula]

C7 H15 N3 O2 S . 2 H Cl
[MDL Number]

MFCD00270884
[MOL File]

209589-59-3.mol
[Molecular Weight]

278.2
Chemical PropertiesBack Directory
[Appearance]

white to tan amorphous powder
[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
[InChI]

1S/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
[InChIKey]

NGVMVBQRKZPFLB-YFKPBYRVSA-N
[SMILES]

S(C)\C(=N/CCC[C@H]([N+H3])C(=O)[O-])\N
Hazard InformationBack Directory
[Chemical Properties]

white to tan amorphous powder
[Uses]

S-Methyl-L thiocitrulline, Dihydrochloride is a potent inhibitor of NOS1 and NOS3.
[Definition]

ChEBI: S-methyl-L-Thiocitrulline (hydrochloride) is a L-alpha-amino acid.
[Biological Activity]

Cell 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].

Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[WGK Germany ]

WGK 3
[HS Code ]

29310099
[Storage Class]

11 - Combustible Solids
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