S-Methylisothiourea sulfate

Modify Date: 2025-08-21 19:32:05

S-Methylisothiourea sulfate Structure
S-Methylisothiourea sulfate structure
 Common Name S-Methylisothiourea sulfate
CAS Number 867-44-7 Molecular Weight 188.226
Density 1.28 Boiling Point 138.8ºC at 760 mmHg
Molecular Formula C2H8N2O4S2 Melting Point 240-241 °C (dec.)(lit.)
MSDS Chinese USA Flash Point 37.7ºC
Symbol GHS07
GHS07		 Signal Word Warning

 Use of S-Methylisothiourea sulfate


S-Methylisothiourea sulfate is a potent, selective and competitive inhibitor of inducible nitric oxide synthase (iNOS). S-Methylisothiourea sulfate exerts beneficial effects in rodent models of septic shock[1].

 Names

Name 2-Methyl-2-thiopseudourea sulfate
Synonym More Synonyms

 S-Methylisothiourea sulfate Biological Activity

Description S-Methylisothiourea sulfate is a potent, selective and competitive inhibitor of inducible nitric oxide synthase (iNOS). S-Methylisothiourea sulfate exerts beneficial effects in rodent models of septic shock[1].
Related Catalog
Target

iNOS[1]

In Vitro S-Methylisothiourea sulfate is a competitive inhibitor of iNOS activity at the L-arginine site[1]. S-Methylisothiourea sulfate prevents the NO-mediated cytotoxic effect of LPS in cultured macrophages[1]. S-Methylisothiourea sulfate (100 nM-100 μM) exhibits inhibitory effects on LPS (ug/mL)-induced nitrite production in J774.2 macrophages and rat aortic vascular smooth muscle cells[1]. S-Methylisothiourea sulfate(up to 1 mM) does not inhibit the activity of xanthine oxidase, diaphorase, lactate dehydrogenase, monoamine oxidase, catalase, cytochrome P450, or superoxide dismutase[1].
In Vivo S-Methylisothiourea sulfate (0.01-3 mg/kg; i.v.) dose-dependently reverses the hypotension and the vascular hyporeactivity to vasoconstrictor agents caused by endotoxin LPS in anesthetized rats[1]. S-Methylisothiourea sulfate (5 mg/kg; i.p.; given 2 hr after LPS; 10 mg/kg, i.p.) attenuates the rises in plasma alanine and aspartate aminotransferases, bilirubin, and creatinine and also prevents hypocalcaemia when measured 6 hr after administration of LPS[1]. S-Methylisothiourea sulfate (1 mg/kg; i.p.) improves 24-hr survival of mice treated with a high dose of LPS (60 mg/kg; i.p.)[1]. Animal Model: Male Wistar rats (260-320 g)[1] Dosage: 0.01 mg/kg, 0.1 mg/kg, 1 mg/kg, 3 mg/kg Administration: Intravenous injection Result: Caused a prompt restoration of the blood pressure to pre-LPS levels at 3 mg/kg dose in LPS (10 mg/kg, i.v.)-treated rats; Inhibits iNOS activity measured in homogenates of lung.
References

[1]. C Szabó, et al. Beneficial effects and improved survival in rodent models of septic shock with S-methylisothiourea sulfate, a potent and selective inhibitor of inducible nitric oxide synthase. Proc Natl Acad Sci U S A. 1994 Dec 20; 91(26): 12472–12476.

 Chemical & Physical Properties

Density 1.28
Boiling Point 138.8ºC at 760 mmHg
Melting Point 240-241 °C (dec.)(lit.)
Molecular Formula C2H8N2O4S2
Molecular Weight 188.226
Flash Point 37.7ºC
Exact Mass 187.992554
PSA 158.15000
LogP 1.47090
Storage condition Store at RT
Stability Stable. Incompatible with strong oxidizing agents.
Water Solubility 260 g/L (20 ºC)

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UM9200000
CAS REGISTRY NUMBER :
867-44-7
LAST UPDATED :
199701
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C4-H12-N4-S2.H2-O4-S
MOLECULAR WEIGHT :
278.40

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
400 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: AD438-895
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
180 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#05644
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
663 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
THERAP Therapie. (Doin, Editeurs, 8, Place de l'Odeon, F-75006 Paris, France) V.1- 1946- Volume(issue)/page/year: 14,700,1959

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn:Harmful;
Risk Phrases R22
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS UM9200000
HS Code 2930909090

 Customs

HS Code 2930909090
Summary 2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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 Synonyms

S-Methyl-isothiouronium Hemisulfate
S-METHYLTHIOPSEUDOUREA SULPHATE
2-Methyl-2-thiopseudourea sulfate
2-Methyl-2-thiopseudourea hemisulfate
S-METHYLISOTHIOHARNSTOFF HEMISULFAT
S-methylisothiourea sulfuric acid salt 1:1
S-EIT hemihydrate
2-methyl-2-thiopseudouronium sulfate
S-METHYLISOTHIOURONIUM SULPHATE
2-Methyl-2-thiopseudoureasulfate
S-METHYL-ISO-THIOUREA SULFATE
S-Methylisothiourea Hemisulfate Salt
S-METHYLISOTHIOURONIUM SULPHATE/S-METHYLISOTHIOUREA SULPHATE/2-METHYL-2-THIOPSEUDOUREA SULPHATE
2-METHYL-2-THIOPSEUDOUREA SULFATE (S-METHYLISOTHIOUREA SULFATE)
MFCD00129752
methyl imidothiocarbamate
S-METHYL ISOTHIOUREA SULFATE
Carbamimidothioic acid, methyl ester, sulfate (2:1)
S-methyl-2-thiopseudourea hydrogen sulfate
S-METHYLTHIOURONIUM SULFATE
S-methylisothiourea hydrogensulfate
S-Methyl-ITU
S-MethyliSothourea Sulfate
methyl imidothiocarbamate sulfate
2-Methyl-2-thiopseud
EINECS 212-759-7
S-methyl isothiourea sultate
2-METHYL-2-THIOPSEUDO UREA 14C SULFATE
S-METHYL-ISO-THIOUREA
S-methyl Isothiourea (hemisulfate)
S-METHYLISOTHIOURONIUM SULFATE
5-METHYLISOTHIOUREA HEMISULFATE
Carbamimidothioic acid, methyl ester, sulfate (1:1)
(S)-METHYLISOTHIOUREA SULFATE
METHYLTHIOURONIUMSULPHATE
Methyl carbamimidothioate sulfate (1:1)
S-METHYLTHIOUREA
S-METHYL-2-ISOTHIOUREA HEMISULPHATE
S-methylisothiouronium hydrogensulfate
methyl carbamimidothioate
S-METHYLISOTHIOUREASULFATE
S-METHYLTHIOURONIUM SULFATE FOR SYNTHESIS
S-Methylisothiourea hemisulfate
S-METHYLISOTHIOUREA HEMISULFATE SALT _X000D_
S-Methylisothiourea sulfate
IMINO(METHYLSULFANYL)METHYLAMINE
Amino(methylsulfanyl)methaniminium hydrogen sulfate (1:1:1)
S-Methyl-ITU . sulfate
S-METHYLTHIOURONIUMSULFATE(2:1)
METHYLTHIURONIUMSULPHATE
2-METHYL-ISOTHIOUREA
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