Thioperoxydicarbonic diamide ([(H2N)​C(S)​]​2S2)​, N,​N,​N',​N'-​tetraethyl- 四乙基秋兰姆二硫化物

CAS 97-77-8 MFCD00009048

化学结构图

97-77-8
SMILES: CCN(CC)C(=S)SSC(=S)N(CC)CC

化学属性

Mol. FormulaC10H20N2S4
Mol. Weight296.54
Density1.3
Melting Point69-71 °C
TSCAYes
Boiling Point117 °C at 760 mmHg
SolubilitySoluble in water (4 mg/l at 25 °C), acohol (38.2 mg/ml), ether (71.4 mg/ml), chloroform, and acetonitrile
Flash Point177.0±23.2 °C

别名和识别编码

Chemical NameThioperoxydicarbonic diamide ([(H2N)​C(S)​]​2S2)​, N,​N,​N',​N'-​tetraethyl-
CAS Number97-77-8
Alfabeta NameDISULFANEDIYLBISTHIOXOMETHYLENENITRILOTETRAETHANE 1111[]()--,,,''''''{}
MDL NumberMFCD00009048
EC Number202-607-8
Beilstein Registry Number1712560
Synonym Disulfiram {LY} Disulfiram {} {LY} Disulfiram {} {} {LY} Disulfiram {} {} {} {LY} Disulfiram {} {} {} {} {LY} Disulfiram {} {} {} {} {} {LY} Disulfiram {} {} {} {} {} {} {LY} Disulfiram {} {} {} {} {} {} {} {LY} Disulfiram {} {} {} {} {} {} {} {} {LY} Disulfiram {} {} {} {} {} {} {} {} {} {LY} Disulfiram {} {} {} {} {} {} {} {} {} {} {LY} Disulfiram {} {} {} {} {} {} {} {} {} {} {} {LY} Disulfiram {} {} {} {} {} {} {} {} {} {} {} {} {LY} Disulfiram {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Disulfiram {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Disulfiram {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Disulfiram {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Disulfiram {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Disulfiram {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Disulfiram {} {} {} {} {} {} {} {} {} {} {} {} {}
Merck Number3364
PubChem Substance ID87563511
Reaxys-RN1712560
Chemical Name Translation四乙基秋兰姆二硫化物
Wiswesser Line Notation2N2&YUS&S 2
LabNetwork Molecule IDLN00158884
InChIInChI=1S/C10H20N2S4/c1-5-11(6-2)9(13)15-16-10(14)12(7-3)8-4/h5-8H2,1-4H3
Canonical SMILESS=C(SSC(N(CC)CC)=S)N(CC)CC
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分类

  • {SNA} Analytical S
  • {SNA} Acaricides, Analytical Standards, Analytical/Chromatography, Bioactive Small Molecules, Building Blocks, Chemical Synthesis, Chromatography, Environmental Standards, Organic Building Blocks, Pesticides, Pesticides & Metabolites, Sulfur Compounds, T, Thiocarbonyl Compounds, 细胞生物学
  • {SNA} Acaricides, Analytical Standards, Analytical/Chromatography, Bioactive Small Molecules, Building Blocks, Cell Biology, Chemical Synthesis, Chromatography, Environmental Standards, Organic Buildi
  • {SNA} Analytical Standards,

产品应用

  • 醇脱氢酶抑制剂。
  • An ALDH and tumor cell growth inhibitor

相关文献及参考

  • [2]. Wang W, et al. Disulfiram-mediated inhibition of NF-kappaB activity enhances cytotoxicity of 5-fluorouracil in human colorectal cancer cell lines. Int J Cancer. 2003 Apr 20;104(4):504-11.
  • [3]. Cen D, et al. Disulfiram facilitates intracellular Cu uptake and induces apoptosis in human melanoma cells. J Med Chem. 2004 Dec 30;47(27):6914-20.
  • [4]. Brar SS, et al. Disulfiram inhibits activating transcription factor/cyclic AMP-responsive element binding protein and human melanoma growth in a metal-dependent manner in vitro, in mice and in a patient with metastatic disease. Mol Cancer Ther. 2004 Sep;3
  • [5]. Jun Jacob Hu, et al. Identification of pyroptosis inhibitors that target a reactive cysteine in gasdermin D. The Preprint Server For Biology, 2018,Jul. 10.
  • Merck: 14,3364
  • Merck: 14,3364 Beilstein:4,122
  • [1]. Chen D, ert al. Disulfiram, a clinically used anti-alcoholism drug and copper-binding agent, induces apoptotic cell death

安全信息

Warnings IRRITANT
Signal word Warning
GHS Symbol
WGK Germany3
Safety Statements
  • S24 Avoid contact with skin 避免皮肤接触;
  • S37 Wear suitable gloves 戴适当手套;
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中,参考特别指示/安全收据说明书;
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
  • R48/22
  • R50/53
Precautionary statements
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P272 Contaminated work clothing should not be allowed out of the workplace. 污染的工作服不得带出工作场所。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P312+P330
  • P302+P352+P333+P313+P362+P364
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P308+P311
  • P308+P313
  • P391 Collect spillage. Hazardous to the aquatic environment 收集对水环境有危害的泄漏物。
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
RTECSJO1225000
Packing GroupIII
UN Number 2588/3077 3077 UN 3077 9/PG 3 UN3077
Hazard statements
  • H410 Verytoxictoaquaticlifewithlonglastingeffects 对水生生物毒性非常大并具有长期影响。
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H302 Harmful if swallowed 吞食有害
  • H373 May causes damage to organs through prolonged or repeated exposure 长期或频繁接触可能会损伤器官
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes 9
Hazard Class9
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1000 mg/kg
TOXIC EFFECTS :
   Tumorigenic - neoplastic by RTECS criteria
   Lungs, Thorax, or Respiration - tumors
   Blood - tumors
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: PB223-159

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 35 gm/kg/78W-I
TOXIC EFFECTS :
   Tumorigenic - neoplastic by RTECS criteria
   Liver - tumors
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: PB223-159

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human
DOSE/DURATION           : 160 mg/kg
TOXIC EFFECTS :
   Behavioral - coma
   Gastrointestinal - ulceration or bleeding from large intestine
   Liver - hepatitis, fibrous (cirrhosis, post-necrotic scarring)
REFERENCE :
   BMJOAE British Medical Journal.  (British Medical Assoc., BMA House,
   Tavistock Sq., London WC1H 9JR, UK)  V.1-    1857- Volume(issue)/page/year:
   2,94,1977

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 75 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: AD691-490

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : 3500 mg/kg
TOXIC EFFECTS :
   Peripheral Nerve and Sensation - flaccid paralysis without anesthesia
   (usually neuromuscular blockage)
   Behavioral - ataxia
   Nutritional and Gross Metabolic - body temperature decrease
REFERENCE :
   APTOA6 Acta Pharmacologica et Toxicologica.  (Copenhagen, Denmark)  V.1-59,
   1945-86.  For publisher information, see PHTOEH  Volume(issue)/page/year:
   8,305,1952

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1980 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans
   Institute of Pharmacolog

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 20 ug/plate
REFERENCE :
   PCBRD2 Progress in Clinical and Biological Research.  (Alan R. Liss, Inc.,
   41 E. 11th St., New York, NY 10003)  V.1-    1975- Volume(issue)/page/year:
   141,407,1984

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 5 umol/L
REFERENCE :
   SWEHDO Scandinavian Journal of Work, Environment and Health. (Haartmaninkatu
   1, SF-00290 Helsinki, 29, Finland)  V.1-    1975- Volume(issue)/page/year:
   9(Suppl 2),27,1983

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Human HeLa cell
DOSE/DURATION           : 100 umol/L
REFERENCE :
   CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House,
   Southfield Road, Eynsham, O

TYPE OF TEST            : Specific locus test
TEST SYSTEM             : Rodent - mouse Lymphocyte
DOSE/DURATION           : 16 ug/L
REFERENCE :
   EMMUEG Environmental and Molecular Mutagenesis.  (Alan R. Liss, Inc., 41 E.
   11th St., New York, NY 10003)  V.10-    1987-  Volume(issue)/page/year:
   17,196,1991

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Bird - chicken Embryo
DOSE/DURATION           : 120 nmol/L
REFERENCE :
   BBACAQ Biochimica et Biophysica Acta.  (Elsevier Science Pub. B.V., POB 211,
   1000 AE Amsterdam, Netherlands)  V.1-    1947- Volume(issue)/page/year:
   519,65,1978

TYPE OF TEST

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Bird - chicken Embryo
DOSE/DURATION           : 120 nmol/L
REFERENCE :
   BBACAQ Biochimica et Biophysica Acta.  (Elsevier Science Pub. B.V., POB 211,
   1000 AE Amsterdam, Netherlands)  V.1-    1947- Volume(issue)/page/year:
   519,65

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 310 mg/kg
SEX/DURATION            : male 31 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - testes, epididymis, sperm duct
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   107,164,1991

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Parenteral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 800 mg/kg
SEX/DURATION            : male 2 day(s) pre-mating
                          female 2 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
   Reproductive - Effects on Embryo or Fetus - fetal death
REFERENCE :
   BEXBAN Bulletin of Experimental Biology and Medicine (English Translation).
   Translation of BEBMAE. (Plenum Pub. Corp., 233 Spring St., New York, NY
   10013)  V.41-    1956-  Volume(issue)/page/year: 93,107,1982

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 1278 mg/kg
SEX/DURATION            : female 6-14 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - craniofacial
   (including nose and tongue)
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: PB223-160

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Parenteral
SPECIES OBSERVED

Storage condition 2-8°C {LY} 2-8°C {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}

其他信息

  • MOL 文件:97-77-8.mol
  • 二硫化四乙基秋兰姆价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 B0479 二硫化四乙基秋兰姆 Tetraethylthiuram Disulfide 25G 165元 2014/06/02 B0479 二硫化四乙基秋兰姆 Tetraethylthiuram Disulfide 500G 695元 2010/06/21 138125000 二硫化四乙基秋兰姆 Tetraethylthiuram disulfide 97% 500 GR 1946元
  • MSDS 信息:四乙基二硫代双甲硫羰酰胺(97-77-8).msds
  • 外观性质:黄白色结晶。
  • Acros Organics:四乙基秋兰姆二硫化物 Tetraethylthiuram disulfide, 97%(97-77-8)
  • 图谱信息:二硫化四乙基秋兰姆(97-77-8)质谱(MS) 二硫化四乙基秋兰姆(97-77-8)核磁图( 1 HNMR) 二硫化四乙基秋兰姆(97-77-8)红外图谱(IR2) 二硫化四乙基秋兰姆(97-77-8)核磁图( 13 CNMR) 二硫化四乙基秋兰姆(97-77-8)红外图谱(IR1)
  • 无臭、无味、无毒。溶于丙酮、苯、甲苯、二硫化碳和氯仿,微溶于乙醇和汽油,不溶于水,稀酸和稀碱,,贮藏稳定。 比重:1.17-1.30
  • 上游原料:二乙胺 --> 二硫化碳
  • Sigma Aldrich:97-77-8(sigmaaldrich)
  • 用途一:用作天然橡胶、丁苯橡胶、丁腈橡胶、丁基橡胶、顺丁橡胶及胶乳的超促进剂和硫化剂
  • TCI Shanghai:二硫化四乙基秋兰姆 Tetraethylthiuram Disulfide,>;97.0%(T)(97-77-8)
  • 海关编码:29303000
  • Alfa Aesar:四乙基二硫化秋兰姆,97% Tetraethylthiuram disulfide, 97%(97-77-8)
  • Disulfiram is a DNA demethylating agent and DIG1 inducer which inhibits prostate cancer cell growth by inhibition of DNA methyltransferase (Dnmt). In addition, studies indicate that disulfiram inhibits aldehyde dehydrogenase (ALDH) resulting in the accumulation of acetaldehyde upon ethanol ingestion. Alternate studies show that disulfiram also inhibits dopamine β-hydroxylase (DBH), an enzyme important in converting dopamine to norepinephrine in noradrenergic neurons. Futhermore, disulfiram can reduce toxicity and carcinogenesis by inhibiting the cytochrome P450IIE1 (CYP2E1). It has been reported that disulfiram can also inhibit tumor cell growth via binding to cellular copper, which inhibits proteosome activity and induces apoptosis. Disulfiram is an inhibitor of ADH and V-ATPase

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