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4478-93-7

Basic Information
CAS No.: 4478-93-7
Name: DL-SULFORAPHANE
Article Data: 27
Molecular Structure:
Molecular Structure of 4478-93-7 (DL-SULFORAPHANE)
Formula: C6H11NOS2
Molecular Weight: 177.291
Synonyms: Sulforaphane;4-Methylsulfinylbutyl isothiocyanate;Sulforaphan (6CI);Isothiocyanicacid, 4-(methylsulfinyl)butyl ester (8CI);
Density: 1.17 g/cm3
Boiling Point: 368.2 °C at 760 mmHg
Flash Point: 176.5 °C
Solubility: DMSO: 40 mg/mL, soluble
Appearance: Light yellow liquid
Safety: 23-24/25
PSA: 80.73000
LogP: 2.11360
Synthetic route
4430-36-8

erucin

4478-93-7

D,L-sulforaphane

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 0.5h;100%
With dihydrogen peroxide In methanol100%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at -5℃; for 3h;95%
463-71-8

thiophosgene

84104-30-3

(+/-)-1-amino-4-(methylsulfinyl)butane

4478-93-7

D,L-sulforaphane

Conditions
ConditionsYield
With sodium hydroxide In chloroform; water for 1h;85.7%
With sodium hydroxide In chloroform for 0.583333h;57%
With sodium hydroxide In chloroform at 20℃; for 1h;52%
With sodium hydrogencarbonate In dichloromethane
75-15-0

carbon disulfide

84104-30-3

(+/-)-1-amino-4-(methylsulfinyl)butane

4478-93-7

D,L-sulforaphane

Conditions
ConditionsYield
Stage #1: carbon disulfide; (+/-)-1-amino-4-(methylsulfinyl)butane With triethylamine In ethanol at 20℃; for 0.5h; Inert atmosphere;
Stage #2: With dmap; di-tert-butyl dicarbonate In ethanol at 0 - 20℃; for 2.25h;
79%
2799-72-6

3-Chloropropyl isothiocyanate

15590-23-5

sodium methylsulfinylmethanide

4478-93-7

D,L-sulforaphane

Conditions
ConditionsYield
In tetrahydrofuran at -30℃; for 3h; Solvent; Temperature;64.7%

4-methylsulfinylbutyl glucosinolate

A

2280-44-6

D-Glucose

B

4478-93-7

D,L-sulforaphane

Conditions
ConditionsYield
With myrosinase; buffer pH = 6.5 at 37℃;
methyl-<4-amino-butyl>-sulfoxide

methyl-<4-amino-butyl>-sulfoxide

4478-93-7

D,L-sulforaphane

sulforaphane cysteine

A

52-90-4

L-Cysteine

B

4478-93-7

D,L-sulforaphane

Conditions
ConditionsYield
In water; dimethyl sulfoxide at 37℃; pH=7.4; Kinetics; Product distribution; Further Variations:; pH-values;

C11H20N2O5S3

A

4478-93-7

D,L-sulforaphane

B

N-acetyl-L-cysteine

Conditions
ConditionsYield
In water; dimethyl sulfoxide at 37℃; pH=7.4; Kinetics; Product distribution; Further Variations:; pH-values;

(11R,16S)-16-amino-11-((carboxymethyl)carbamoyl)-13-oxo-8-methylsulfinyl-2,9-dithia-7,12-diazaheptadecan-17-oic acid

A

4478-93-7

D,L-sulforaphane

B

70-18-8

GLUTATHIONE

Conditions
ConditionsYield
In water; dimethyl sulfoxide at 37℃; pH=7.4; Kinetics; Product distribution; Further Variations:; pH-values;

4-methylsulfinylbutyl glucosinolate

4478-93-7

D,L-sulforaphane

Conditions
ConditionsYield
With phosphate buffer; myrosinase at 37℃; pH=6.5;
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Specification

The CAS registry number of DL-Sulforaphane is 4478-93-7. The IUPAC name is 1-isothiocyanato-4-methylsulfinylbutane. In addition, the molecular formula is C6H11NOS2 and the molecular weight is 177.29. It is also called Butane,1-isothiocyanato-4-(methylsulfinyl)-. What's more, it is a kind of light yellow liquid and belongs to the classes of Sulphur Derivatives; Miscellaneous Natural Products; All Inhibitors; Inhibitors; Sulfur & Selenium Compounds; Antitumour.

Physical properties about this chemical are: (1)ACD/LogP: 0.23; (2)ACD/LogD (pH 5.5): 0.23; (3)ACD/LogD (pH 7.4): 0.23; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 31.61; (7)ACD/KOC (pH 7.4): 31.61; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 5; (10)Polar Surface Area: 80.73 Å2; (11)Index of Refraction: 1.566; (12)Molar Refractivity: 49.16 cm3; (13)Molar Volume: 150.6 cm3; (14)Polarizability: 19.49 ×10-24cm3; (15)Surface Tension: 46.2 dyne/cm; (16)Density: 1.17 g/cm3; (17)Flash Point: 176.5 °C; (18)Enthalpy of Vaporization: 59.06 kJ/mol; (19)Boiling Point: 368.2 °C at 760 mmHg; (20)Vapour Pressure: 2.75E-05 mmHg at 25°C.

Uses of DL-Sulforaphane: it can be used to treat esophageal cancer, lung and colon cancer, breast cancer, liver cancer and colorectal cancer. And it can indirectly increase the oxidation resistance of animal cell.

When you are using this chemical, please be cautious about it as the following:
During using it, do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer). And you should avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: S=C=N\CCCCS(=O)C
(2)InChI: InChI=1/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3
(3)InChIKey: SUVMJBTUFCVSAD-UHFFFAOYAY