2050-87-5 Usage
Description
Diallyl trisulfide (DATS) is an organic trisulfide compound found in garlic (Allium sativum) and other Allium genera such as onions. It is a sulfur-rich compound produced by the rapid disintegration of its metabolic precursor, allicin. Diallyl trisulfide acts as a hydrogen sulfide (H2S) donor and exhibits various biological activities, including antimicrobial, antitumor, and antioxidant properties.
Uses
1. Used in Antimicrobial Applications:
Diallyl trisulfide is used as an antimicrobial agent for studying its effects against Campylobacter jejuni, a bacterium that can cause foodborne illness.
2. Used in Hepatic Regeneration:
Diallyl trisulfide is used as a promoter of hepatic regeneration in partial hepatectomy (PHx) rats, which involves the removal of a portion of the liver to study its regenerative capabilities.
3. Used in Cardiovascular Applications:
Diallyl trisulfide is used as a preventive agent against ischemic injuries, which are damages caused by a lack of blood flow to tissues. It also has antiarrhythmic effects, which can help regulate heart rhythm.
4. Used in Cancer Treatment:
Diallyl trisulfide is used as an antitumor agent, reducing the survival of prostate cancer PC-3 cells and inhibiting the growth of human colon adenocarcinoma HCT15 cells. It also suppresses the growth of PC-3 xenografts in vivo in mice.
5. Used in Cholesterol Reduction:
Garlic extracts, which contain diallyl trisulfide, are known to lower cholesterol levels. DATS can alter the expression of genes and inhibit enzymes relevant to cholesterol synthesis, contributing to its cholesterol-lowering effects.
6. Used in the Essential Oil Industry:
Diallyl trisulfide is a component of the essential oil of garlic, which is used in the fragrance and flavor industries.
7. Used in Traditional Chinese Medicine:
Diallyl trisulfide is a major component of the traditional Chinese medicine allitridium, which is known for its antifungal, antitumor, and antioxidant activities.
Preparation
In nature, diallyl trisulfide is formed from alliin and allicin.
Biochem/physiol Actions
Diallyl trisulfide (DATS) is a potent anti-cancer and chemopreventive agent that regulates apoptosis, metastasis, cell cycle, and angiogenesis in cancer pathways. It is also an excellent neuroprotective agent. DATS elicits antioxidant and anti-inflammatory activities against doxorubicin (DOX)-induced rats brains. It may improve glycemic control, muscle glucose utilization, and insulin secretion in streptozotocin-induced diabetic rats.
Check Digit Verification of cas no
The CAS Registry Mumber 2050-87-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,0,5 and 0 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2050-87:
(6*2)+(5*0)+(4*5)+(3*0)+(2*8)+(1*7)=55
55 % 10 = 5
So 2050-87-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H10S3/c1-3-5-7-9-8-6-4-2/h3-4H,1-2,5-6H2
2050-87-5Relevant articles and documents
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Milligan,B. et al.
, p. 4850 - 4853 (1961)
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3,4-Dichloro-1,2,5-thiadiazole: a commercially available electrophilic sulfur transfer agent and safe resource of ethanedinitrile
Gorjian, Hayedeh,Khaligh, Nader Ghaffari
, (2021/11/04)
3,4-Dichloro-1,2,5-thiadiazole is introduced as a safe and efficient sulfur transfer reagent. By applying this commercially available reagent, the symmetrical trisulfides and ethanedinitrile were simultaneously obtained by reacting various thiols with this reagent at room temperature. This reagent is non-toxic, inexpensive, and commercially available. In addition, no higher-order polysulfides were detected in all cases after the completion of the reaction. The short reaction times (20–50 min), excellent selectivity, and high yield of the trisulfides are some attractive merits of this reagent for the preparation of trisulfides. The reaction is one-pot, and isolation-purification of intermediates is not required. The procedure was readily scaled up to 5 grams. A mechanism is presented to explain the chemistry.
Trisulfides over disulfides: Highly selective synthetic strategies, anti-proliferative activities and sustained H2S release profiles
Bhattacherjee, Debojit,Sufian, Abu,Mahato, Sulendar K.,Begum, Samiyara,Banerjee, Kaustav,De, Sharmistha,Srivastava, Hemant Kumar,Bhabak, Krishna P.
supporting information, p. 13534 - 13537 (2019/11/14)
Temperature-and solvent-induced selective synthesis of trisulfides and disulfides is demonstrated. A remarkable selectivity was achieved using Na2S as a sulfur-Transfer agent under mild, greener, catalyst-free and additive-free conditions. This study reveals trisulfides as a better model than disulfides in general for a sustained release of H2S and potent anti-cancer activities.
PROCESS FOR PRODUCING DIALLYL DISULFIDE
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Page/Page column 12-16, (2010/10/20)
The invention provides a process for forming diallyl disulfide. The process comprises A) mixing together sulfur and at least one alkali metal sulfide in an initial aqueous medium in which at least about 90 volume percent of said aqueous medium is water, such that a disulfide source is formed in said initial aqueous medium thereby forming a disulfide source-conatining aqueous medium, and B) mixing together at least a portion of said disulfide source-containing aqueous medium and at lease one allyl halide selected from allyl cloride, allyl bromide, or a mixture of any two or all three of these, in the absence of any additional solvent other than water, at a temperature in the range of about 40?C to about 60?C, such that diallyl disulfide is formed.
