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20231-01-0

20231-01-0 structure
20231-01-0 structure
  • Name: BIS(4-METHYL-1-PIPERAZINYLTHIOCARBONYL) DISULFIDE
  • Chemical Name: (4-methylpiperazine-1-carbothioyl)sulfanyl 4-methylpiperazine-1-carbodithioate
  • CAS Number: 20231-01-0
  • Molecular Formula: C12H22N4S4
  • Molecular Weight: 350.59000
  • Catalog: Signaling Pathways Metabolic Enzyme/Protease Phosphatase
  • Create Date: 2018-12-09 05:27:32
  • Modify Date: 2024-02-04 18:13:40
  • EWP 815 is a disulfiram analogue, is a potent inhibitor of Ins(1,4)P2 phosphatase and Ins(1,4,5)P3 5-phosphatase. EWP 815 also inhibits enzyme dopamine β-hydroxylase activity[1][2].

Name (4-methylpiperazine-1-carbothioyl)sulfanyl 4-methylpiperazine-1-carbodithioate
Synonyms Ewp 815
Piperazine,1,1'-(dithiodicarbonothioyl)bis(4-methyl
bis((4-methylpiperazino)thiocarbamoyl)disulfide
MFCD01729803
Bis((4-methyl-1-piperazinyl)thiocarbonyl)disulfide
Bis-<(4-methyl-1-piperazinyl)-thiocarbonyl>disulfid
DISULFIDE,BIS((4-METHYL-1-PIPERAZINYL)THIOCARBONYL)
4-Methylpiperazino-thiuramdisulfide
bis-(4-methyl-piperazine-1-carbothioyl)-disulfane
4,4'-dimethyl-1,1'-(2,3-dithia-butanedithioyl)-bis-piperazine
di-N-methylpiperazinethiuramdisulfide
Description EWP 815 is a disulfiram analogue, is a potent inhibitor of Ins(1,4)P2 phosphatase and Ins(1,4,5)P3 5-phosphatase. EWP 815 also inhibits enzyme dopamine β-hydroxylase activity[1][2].
Related Catalog
Target

Ins(1,4)P2 phosphatase; Ins(1,4,5)P3 5-phosphatase[1]; dopamine β-hydroxylase[2]

In Vitro EWP 815 inhibits thyrotropin-releasing hormone (TRH; 0.03 mM)-stimulated inositol phospholipid breakdown without affecting basal breakdown rates in prelabelled GH3 cells with IC50s of 83 mM (soluble enzymes) and 71 mM (particulate enzymes), respectively[1]. EWP 815 (30 μM; 1 h) exerts higher inhibition on Ins(1,4)P2 phosphatase rather than Ins(1,4,5)P3 5-phosphatase with the mean [3H]Ins(1,4)P2/mean [3H]InsP recovery ratio of 2.6[1]. EWP 815 (6, 8 μM; 10 min) inhibits dephosphorylation of [3H]Ins(1,4,5)P3 5-phosphatase in particulate and soluble fractions with IC50s of 6 μM and 8 μM, respectively[1]. EWP 815 (3-300 μM; 30 min) suppresses thyrotropin-releasing hormone (TRH)-stimulated (100 nM) inositol phospholipid production by 30% (100 μM) and 1.8% (300 μM), respectively, without affecting Ins(1,4,5)P3 binding[1].
In Vivo EWP 815 (50 mg/kg; i.p.; 30 min before killed) inhibits the enzyme dopamine β-hydroxylase activity in mice[2]. Animal Model: Female mice (20 g)[2] Dosage: 50 mg/kg Administration: Intraperitoneal injection; 30 min before killed Result: Intraperitoneal injection; 30 min before killedInhibited β-hydroxylase of 3H-α-methyldopamine. Reduced the amount of 3H-α-Me-NA by 12%.
References

[1]. Fowler CJ, et al. Inhibition of inositol 1,4,5-trisphosphate 5-phosphatase by micromolar concentrations of disulfiram and its analogues. Biochem J. 1993 Feb 1;289 ( Pt 3)(Pt 3):853-9. 

[2]. Carlsson A, et al. On the beta-hydroxylation of (+-)-alpha-methyldopamine in vivo. Eur J Pharmacol. 1968 Dec;5(1):85-92.

Density 1.339g/cm3
Boiling Point 450.5ºC at 760 mmHg
Melting Point 142ºC
Molecular Formula C12H22N4S4
Molecular Weight 350.59000
Flash Point 226.3ºC
Exact Mass 350.07300
PSA 127.74000
LogP 1.18400
Vapour Pressure 2.62E-08mmHg at 25°C
Index of Refraction 1.673

CHEMICAL IDENTIFICATION

RTECS NUMBER :
JO1527500
CHEMICAL NAME :
Disulfide, bis((4-methyl-1-piperazinyl)thiocarbonyl)
CAS REGISTRY NUMBER :
20231-01-0
BEILSTEIN REFERENCE NO. :
0893745
LAST UPDATED :
199709
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C12-H22-N4-S4
MOLECULAR WEIGHT :
350.62

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ATDAEI Acute Toxicity Data. Journal of the American College of Toxicology, Part B. (Mary Ann Liebert, Inc., 1651 Third Ave., New York, NY 10128) V.1- 1990- Volume(issue)/page/year: 15(Suppl 1),S82,1996
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
APSXAS Acta Pharmaceutica Suecica. (Apotekarsocieteten-Farmacevtiska Foereningen, Box 1136, S-111, 81 Stockholm, Sweden) V.1- 1964- Volume(issue)/page/year: 7,7,1970
Safety Phrases S24/25
HS Code 2933599090
Precursor  1

DownStream  0

HS Code 2933599090
Summary 2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%