Basic information
- CAS
867-44-7- Standard SMILES
CSC(N)=[NH2+].CSC(N)=[NH2+].O=S(=O)([O-])[O-]- InChIKey
BZZXQZOBAUXLHZ-UHFFFAOYSA-N- Molecular formula
- C4H14N4O4S3
- Average molar mass
- 278.4 g/mol
- Monoisotopic mass
- 278.01771793
Overview
See also: Bis(S-methylisothiouronium) sulfate (preferred).
Names & identifiers
- Preferred name
- S-methyl isothiourea hemisulfate
- IUPAC
- [amino(methylsulfanyl)methylidene]azanium;sulfate
- English name
- 2-Methyl-2-thiopseudourea sulfate
- Molecular formula
- C2H8N2O4S2
- Molecular weight
- 188.23
Names & synonyms
NCGC00025367-01Tocris-0776S-Methylisothiuroniumsulfat(C-methylsulfanylcarbonimidoyl)azanium;sulfate2-Methylthiouronium sulfateS-Methyl-thiuronium sulfateS-methylthiouronium sulphateS-methyl-thiouronium sulphateSCHEMBL638465bis(S-methylthiuronium) sulfateS-methylisothiourea hemisulphateS-methyl isothiourea hemisulfate
Show more names
2-Methyl-2-ThiopseudoureaS-MethyliSothourea SulfateS-Methyl isothiourea sulfateS-EIT hemihydratemethylsulfanylmethanimidamides-methylthiouroniumsulfate(2:1)methylcarbamimidothioate sulfateS-Methyl-ITUS-METHYLTHIOUREAisothiouronium suL
S-methyl-isothiourea hemisulphateS-methylthiopseudourea hemisulfatebis (S-methylisothiourea) sulphatemethyl carbamimidothioate hemisulfate2-Methyl-2-thiopseudoureahemisulfate2-methyl-isothiourea hemisulfate saltAKOS024458643NS00080119
Properties
Computed structural properties
- Topological polar surface area
- 242 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 2
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 99.6
Physicochemical properties
- Melting point
- 240 · 240-241 °C (dec.)(lit.)
- Density
- 1.28 · 1.28
- Flash point
- 3 ℃ · 3℃
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- 2 O: · H2O: 0.1 g/mL, clear, colorless
- pka
- 1 · pK1:9.83(+1) (25°C)
- form
- Crystals or Crystalline Powder
- color
- White
- PH
- 5.5 · 5.5 (260g/l, H2O, 20℃)
- Water Solubility
- 260 g/L · 260 g/L (20 ºC)
- Sensitive
- Hygroscopic
- BRN
- 3917217 · 3917217
- Stability
- Stable. Incompatible with strong oxidizing agents.
- InChI
- 1S/2C2H6N2S.H2O4S/c2*1-5-2(3)4;1-5(2,3)4/h2*1H3,(H3,3,4);(H2,1,2,3,4)
- InChIKey
- BZZXQZOBAUXLHZ-UHFFFAOYSA-N
- SMILES
- CSC(N)=N.CSC(N)=N.OS(O)(=O)=O
- CAS DataBase Reference
Safety & regulation
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- UM9200000
- hs_code
- 29309070
- risk_code
- 22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312a-P330-P501a
Chemistry & industry
Applications
DescriptionSMIT is a potent non-selective inhibitor of NOS isoforms in vitro but may lack good in vivo efficacy due to poor cellular penetration. The Ki values are 120, 200, and 160 nM using purified human iNOS, eNOS, and nNOS, respectively.
UsesIntermediate of 4-Hydroxydebrisoquine. S-Methyl-isothiouronium Hemisulfate is also a reagent used in the synthesis of strobilurin-pyrimidine derivatives for their anti-proliferative activity.
Upstream & downstream products
Downstream products
Related reactions
30 records
Compound notes
Loading…