테트라에틸티우람디설파이드

다이설피람 · 디설피람 · 테트라에틸티우람디설파이드 · DSF · TETD · Tts · disulfane · Disulfuram

식별자 및 물리적 특성

CAS No.	97-77-8
분자식	C10H20N2S4
평균 분자량	296.5 g/mol
단동위원소 질량	296.05093334 g/mol
SMILES	CCN(CC)C(=S)SSC(=S)N(CC)CC
InChIKey	AUZONCFQVSMFAP-UHFFFAOYSA-N
PubChem CID	3117
ChEMBL	CHEMBL964
ChEBI	CHEBI:4659
EC No.	202-607-8
DTXSID	DTXSID1021322
현지명	테트라에틸티우람디설파이드

화학 및 물리적 성질

XLogP	3.9
극성 표면적	121
수소 결합 공여자 수	0
수소 결합 수용자 수	4
회전 가능 결합 수	7
무거운 원자 수	16
형식 전하	0
복잡도	201
LogP(분배 계수)	3.88log Kow= 3.881.93.9
LogS	-4.86
냄새	Slight odor.Odorless회색 분말., sl. 냄새
맛	SLIGHTLY BITTER TASTE
밀도	1.27 at 68 °F (NTP, 1992) - Denser than waterwill sink1.301.3 g/cm³1.3 @25 °C
Color/Form	WHITE TO OFF-WHITE CRYSTALLINE POWDERLight-gray powderWhite, yellowish, or light-gray powder.
용해도	less than 0.1 mg/mL at 70 °F (NTP, 1992)4.09Sol in alc (3.82 g/100 ml), ether (7.14 g/100 ml), acetone, benzene, chloroform, carbon disulfideSoluble in aromaticIn water, 4.09 mg/L at 25 °C1.26e-02 g/L0.004g/L
끓는 점	243 °F at 17 mmHg (NTP, 1992)117117 °C at 17 mm Hgat 2.3kPa: 117 °C117 °C @760 [mm Hg]117°C
녹는점	158 °F (NTP, 1992)71.571.5 °C71 °C69-71 °C (lit.)
증기압	0 mmHg at 68 °F approximately (NTP, 1992)0.00087 [mmHg]0Pa at 25℃
Physical Description	Tetraethylthiuram disulfide appears as odorless or almost odorless white or almost white to tan powder. Unpleasant taste with metallic or garlic aftertaste. pH of a solution obtained by shaking 1 g with 30 mL of water is 6 to 8. (NTP, 1992)Dry PowderGas VaporOther SolidLarge CrystalsWhite, yellowish, or light-gray powder with a slight odor.(fungicide)[NIOSH]WHITE-TO-GREY POWDER WITH CHARACTERISTIC ODOUR.White, yellowish, or light-gray powder with a slight odor.
Ionization Efficiency	Positive3.522.7Agilent XCTElectrospray ionizationformic acid (5.3nM)
굴절률	1.5500 (estimate)
인화점	117°C/17mm
저장 조건	2-8°C
물리적 상태	결정, 결정질 분말 또는 과립
pKa(산도 계수)	0.86±0.50(Predicted)
색상	연노랑
용해도	0.02g/100mL
비열	Cp(liquid): 0.28 J/(g·K)Cp(gas): 0.17 J/(g·K), at 25℃
Merck	14,3364
BRN	1712560
헨리 상수	1.2×10-1 mol/(m3Pa) at 25℃, HSDB (2015)
안정성	안정적인. 강한 산화제와 호환되지 않습니다.
InChI	1S/C10H20N2S4/c1-5-11(6-2)9(13)15-16-10(14)12(7-3)8-4/h5-8H2,1-4H3
InChIKey	AUZONCFQVSMFAP-UHFFFAOYSA-N
SMILES	CCN(CC)C(=S)SSC(=S)N(CC)CC
LogP(분배 계수)	3.6 at 21℃
NIST	Disulfiram(97-77-8)
EPA	Disulfiram (97-77-8)

화학적 성질

yellow-white crystals or grey powder

안전 및 규제

GHS 분류	WarningH302: Harmful if swallowed [Warning Acute toxicity, oral]H317: May cause an allergic skin reaction [Warning Sensitization, Skin]H373 **: May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]P260, P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P319, P321, P330, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)
규제 정보	Chemical: Thioperoxydicarbonic diamide ([(H2N)C(S)]2S2), tetraethyl-Thioperoxydicarbonic diamide ([(H2N)C(S)]2S2), N,N,N',N'-tetraethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Thioperoxydicarbonic diamide ([(H2N)C(S)]2S2), N,N,N',N'-tetraethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 23-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/11549Tetraethylthiuram disulfide: Does not have an individual approval but may be used under an appropriate group standard
기타 안전 정보	IMAP assessments - Thioperoxydicarbonic diamide ([(H2N)C(S)]2S2), tetraethyl-: Human health tier II assessment
화재 위험	Flash point data for this chemical are not availablehowever, it is probably combustible. (NTP, 1992)Combustible. Finely dispersed particles form explosive mixtures in air.
화재 가능성	Combustible.
건강 유해성	Excerpt from NIOSH Pocket Guide for Disulfiram:Exposure Routes: Inhalation, ingestion, skin and/or eye contactSymptoms: Irritation eyes, skin, respiratory systemsensitization dermatitislassitude (weakness, exhaustion), tremor, restlessness, headache, dizzinessmetallic tasteperipheral neuropathyliver damage

용도

개요

Disulfiram was first synthesized in the 1800s to improve the manufacturing process of rubber. A physician working in a rubber factory plant first observed in 1937 that factory workers who were exposed to disulfiram were intolerant to ethanol. In the 1940s, two scientists rediscovered the disulfiram– ethanol effects while researching antiparasitic therapies. This finding eventually led to the approval of the medication to be used as an ethanol deterrent by the Food and Drug Administration in 1951.

용도

Disulfiram is a copper and zinc chelator and an irreversible inhibitor of aldehyde dehydrogenase (IC50 = 0.1 mM) that has been indicated for the treatment of alcohol dependence. It also inhibits the copper-dependent enzyme dopamine β-hydroxylase, which prevents the breakdown of dopamine and has been considered as a treatment for cocaine dependence. When in complex with copper, disulfiram has been shown to inhibit purified 20S proteasome (IC50 = 7.5 μM) and 26S proteasome (IC50 = 20 μM) from MDA-MB-0231 breast cancer cells. Because disulfiram targets the ubiquitin-proteasome pathway, it has been investigated as an anti-cancer agent. Furthermore, at 250 nM it has been shown to induce reactive oxygen species, to activate JNK and p38 pathways, and to inhibit NF-κB activity, which suppresses self-renewal in cancer stem cells.

일반 설명

Odorless or almost odorless white or almost white to tan powder. Unpleasant taste with metallic or garlic aftertaste. pH of a solution obtained by shaking 1 g with 30 mL of water is 6 to 8.