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317691

Allyl disulfide

Name: Allyl disulfide
Brand: ALDRICH

technical grade, 80%

Synonym(s):

Diallyl disulfide

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About This Item

Linear Formula:

CH₂=CHCH₂SSCH₂CH=CH₂

CAS Number:

2179-57-9

Molecular Weight:

146.27

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24859096

EC Number:

218-548-6

Beilstein/REAXYS Number:

1699241

MDL number:

MFCD00008656

Assay:

80%

Form:

liquid

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Properties

grade

technical grade

Quality Level

100

vapor density

>5 (vs air)

vapor pressure

1 mmHg ( 20 °C)

assay

80%

form

liquid

refractive index

n20/D 1.541 (lit.)

bp

180-195 °C (lit.)

density

1.008 g/mL at 25 °C (lit.)

functional group

disulfide

storage temp.

2-8°C

SMILES string

C=CCSSCC=C

InChI

1S/C6H10S2/c1-3-5-7-8-6-4-2/h3-4H,1-2,5-6H2

InChI key

PFRGXCVKLLPLIP-UHFFFAOYSA-N

Description

Biochem/physiol Actions

Organosulfur compound that is naturally found in garlic. Contributes to the pungent odor of crushed garlic. Anticancer agent and may provide protection against cardiovascular disease.

Other Notes

Remainder other allyl sulfides

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pictograms

GHS06

signalword

Danger

hcodes

H301,H315,H319,H335

pcodes

P261 - P264 - P271 - P301 + P310 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

flash_point_f

143.6 °F - closed cup

flash_point_c

62 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Coumarin polysulfides inhibit cell growth and induce apoptosis in HCT116 colon cancer cells.

Nathaniel Edward Bennett Saidu et al.

Bioorganic & medicinal chemistry, 20(4), 1584-1593 (2012-01-24)

Coumarins and coumarin derivatives as well as diallyl polysulfides are well known as anticancer drugs. In order to find new drugs with anticancer activities, we combined coumarins with polysulfides in the form of di-coumarin polysulfides. These novel compounds were tested

Garlic-derived diallyl disulfide modulates peroxisome proliferator activated receptor gamma co-activator 1 alpha in neuroblastoma cells.

Beatrice Pagliei et al.

Biochemical pharmacology, 85(3), 335-344 (2012-11-28)

The peroxisome proliferator activated receptor gamma co-activator 1 alpha (PGC1α) is an inducible transcriptional co-activator with direct function in the induction of mitochondrial biogenesis. In the present report we show that, in SH-SY5Y neuroblastoma cells, garlic-derived diallyl disulfide (DADS) is

Inhibitory effects of diallyl disulfide on the production of inflammatory mediators and cytokines in lipopolysaccharide-activated BV2 microglia.

Hye Young Park et al.

Toxicology and applied pharmacology, 262(2), 177-184 (2012-05-09)

Diallyl disulfide (DADS), a main organosulfur component responsible for the diverse biological effects of garlic, displays a wide variety of internal biological activities. However, the cellular and molecular mechanisms underlying DADS' anti-inflammatory activity remain poorly understood. In this study, therefore

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