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686-07-7

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686-07-7 Usage

Chemical Properties

Light Yellow Oil

Uses

A metabolite of a mixed disulfide S-(N,N-diethyldithiocarbamoyl)-N-acetyl-L-cysteine (AC-DDTC), an antimutagenic mixed disulfide from disulfiram.

Check Digit Verification of cas no

The CAS Registry Mumber 686-07-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,8 and 6 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 686-07:
(5*6)+(4*8)+(3*6)+(2*0)+(1*7)=87
87 % 10 = 7
So 686-07-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H13NS2/c1-4-7(5-2)6(8)9-3/h4-5H2,1-3H3

686-07-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl N,N-diethylcarbamodithioate

1.2 Other means of identification

Product number -
Other names Methyl diethyldithiocarbamate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:686-07-7 SDS

686-07-7Synthetic route

carbon disulfide
75-15-0

carbon disulfide

diethylamine
109-89-7

diethylamine

methyl iodide
74-88-4

methyl iodide

methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

Conditions
ConditionsYield
at 0 - 20℃;98%
In water at 20℃; for 0.166667h; Sonication;80%
With ethanol
sodium N,N-diethyldithiocarbamate
148-18-5

sodium N,N-diethyldithiocarbamate

methyl iodide
74-88-4

methyl iodide

methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

Conditions
ConditionsYield
In acetone at 0℃; for 12h;82%
In water at 20℃; Kinetics; Further Variations:; Reagents;
sodium N,N-diethyldithiocarbamate
148-18-5

sodium N,N-diethyldithiocarbamate

Dimethyl phosphite
868-85-9

Dimethyl phosphite

methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

Conditions
ConditionsYield
at 100℃; for 4h;
Diethyldithiocarbamic acid
147-84-2

Diethyldithiocarbamic acid

methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

Conditions
ConditionsYield
With rat hepatic microsomes In phosphate buffer at 37℃; for 0.25h; pH=7.6; Enzyme kinetics; Further Variations:; Reagents; Methylation; Enzymatic reaction;
ammonium salt of N-diethylamino dithiocarbamic acid
21124-33-4

ammonium salt of N-diethylamino dithiocarbamic acid

methyl iodide
74-88-4

methyl iodide

methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

Conditions
ConditionsYield
In water at 20℃; Kinetics; Further Variations:; Reagents;
N,N-diethyldithiocarbamate triethylamine salt
2391-78-8

N,N-diethyldithiocarbamate triethylamine salt

methyl iodide
74-88-4

methyl iodide

methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

Conditions
ConditionsYield
In acetonitrile at 20℃;
methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

7-tert-butyl-4-hydroxy-6-phenyl-6H-pyrano[3,2-c]pyridine-2,5-dione

7-tert-butyl-4-hydroxy-6-phenyl-6H-pyrano[3,2-c]pyridine-2,5-dione

3-diethylaminothiocarbonylthio-4-hydroxy-7-t-butyl-6-phenyl-2H-pyrano[3,2-c]pyridine-2,5-dione

3-diethylaminothiocarbonylthio-4-hydroxy-7-t-butyl-6-phenyl-2H-pyrano[3,2-c]pyridine-2,5-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; Reflux;93%
methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

4-hydroxy-8-methyl-6,7-diphenyl-6H-pyrano[3,2-c]pyridine-2,5-dione

4-hydroxy-8-methyl-6,7-diphenyl-6H-pyrano[3,2-c]pyridine-2,5-dione

3-diethylaminothiocarbonylthio-8-methyl-4-hydroxy-6,7-diphenyl-2H-pyrano[3,2-c]pyridine-2,5-dione

3-diethylaminothiocarbonylthio-8-methyl-4-hydroxy-6,7-diphenyl-2H-pyrano[3,2-c]pyridine-2,5-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; Reflux;82%
methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

4-hydroxy-7-isopropyl-6-phenyl-6H-pyrano[3,2-c]pyridine-2,5-dione

4-hydroxy-7-isopropyl-6-phenyl-6H-pyrano[3,2-c]pyridine-2,5-dione

3-diethylaminothiocarbonylthio-4-hydroxy-7-i-propyl-6-phenyl-2H-pyrano[3,2-c]pyridine-2,5-dione

3-diethylaminothiocarbonylthio-4-hydroxy-7-i-propyl-6-phenyl-2H-pyrano[3,2-c]pyridine-2,5-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; Reflux;77%
4-hydroxy-1,6-diphenyl-pyridin-2(1H)-one
4812-99-1

4-hydroxy-1,6-diphenyl-pyridin-2(1H)-one

methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

3-diethylaminothiocarbonylthio-4-hydroxy-1,6-diphenylpyridin-2(1H)-one

3-diethylaminothiocarbonylthio-4-hydroxy-1,6-diphenylpyridin-2(1H)-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 5h; Reflux;76%
Pt2Cl2(S2CN(C2H5)2)2

Pt2Cl2(S2CN(C2H5)2)2

methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

chloro(diethyldithiocarbamato-SS')(S-methyl diethyldithiocarbamate-S')platinum(II)
105306-92-1

chloro(diethyldithiocarbamato-SS')(S-methyl diethyldithiocarbamate-S')platinum(II)

Conditions
ConditionsYield
In acetone suspn. of Pt2-complex in an acetone soln. of an excess of MeS2CNEt2 was stirred for 24 h at room temp.; filtered, hexane was added to the filtrate, soln. was kept at ca. -20°C for 2-3 d; elem. anal.;75%
4-hydroxy[1]benzopyran-2-one
1076-38-6

4-hydroxy[1]benzopyran-2-one

methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

3-diethylaminothiocarbonylthio-4-hydroxycoumarin

3-diethylaminothiocarbonylthio-4-hydroxycoumarin

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 5h; Reflux;75%
methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

[AuCl(4,4′-di-tert-butylbiphenyl-2,2′-diyl)]n

[AuCl(4,4′-di-tert-butylbiphenyl-2,2′-diyl)]n

[(5,5′-bis(tert-butyl)-2,2′-biphendiyl)](κ2-S-diethyldithiocarbamate)gold(III)

[(5,5′-bis(tert-butyl)-2,2′-biphendiyl)](κ2-S-diethyldithiocarbamate)gold(III)

Conditions
ConditionsYield
In dichloromethane at 20℃; for 2h;74%
4-Hydroxy-2-quinolone
70254-43-2, 70254-44-3

4-Hydroxy-2-quinolone

methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

3-diethylaminothiocarbonylthio-4-hydroxyquinolin-2(1H)-one

3-diethylaminothiocarbonylthio-4-hydroxyquinolin-2(1H)-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 5h; Reflux;74%
methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

4-hydroxy-6,7-diphenyl-pyrano[3,2-c]pyridine-2,5(6H)-dione
261505-51-5

4-hydroxy-6,7-diphenyl-pyrano[3,2-c]pyridine-2,5(6H)-dione

3-diethylaminothiocarbonylthio-4-hydroxy-6,7-diphenyl-2H-pyrano[3,2-c]pyridine-2,5-dione

3-diethylaminothiocarbonylthio-4-hydroxy-6,7-diphenyl-2H-pyrano[3,2-c]pyridine-2,5-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; Reflux;61%
methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

8-ethyl-4-hydroxy-6,7-diphenyl-6H-pyrano[3,2-c]pyridine-2,5-dione

8-ethyl-4-hydroxy-6,7-diphenyl-6H-pyrano[3,2-c]pyridine-2,5-dione

3-diethylaminothiocarbonylthio-8-ethyl-4-hydroxy-6,7-diphenyl-2H-pyrano[3,2-c]pyridine-2,5-dione

3-diethylaminothiocarbonylthio-8-ethyl-4-hydroxy-6,7-diphenyl-2H-pyrano[3,2-c]pyridine-2,5-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; Reflux;57%
methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

methyl 4-nitrobenzenesulfonate
6214-20-6

methyl 4-nitrobenzenesulfonate

N,N-Diethyl-S,S'-dimethyl-dithiocarbamidiniumsaeure-p-nitrobenzolsulfonat
23147-55-9

N,N-Diethyl-S,S'-dimethyl-dithiocarbamidiniumsaeure-p-nitrobenzolsulfonat

methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

methyl iodide
74-88-4

methyl iodide

N.N-Diethyl-S.S'-dimethyl-dithiocarbamidiumsaeure-iodid

N.N-Diethyl-S.S'-dimethyl-dithiocarbamidiumsaeure-iodid

N,N-diethyl-2-propynylamine
4079-68-9

N,N-diethyl-2-propynylamine

methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

N2,N2,N3,N3-Tetraethyl-thiophene-2,3-diamine
114143-38-3

N2,N2,N3,N3-Tetraethyl-thiophene-2,3-diamine

Conditions
ConditionsYield
Yield given. Multistep reaction;
methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

methyl propargyl sulphide
26842-65-9

methyl propargyl sulphide

Diethyl-(3-methylsulfanyl-thiophen-2-yl)-amine
114143-33-8

Diethyl-(3-methylsulfanyl-thiophen-2-yl)-amine

Conditions
ConditionsYield
Yield given. Multistep reaction;
methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

C7H12KN

C7H12KN

N,N,N',N'-Tetraethyl-thiophene-2,5-diamine

N,N,N',N'-Tetraethyl-thiophene-2,5-diamine

Conditions
ConditionsYield
1.) THF, hexane, -40 deg C, 15 min; 2.) H2O, room temp., 15 min.; Yield given. Multistep reaction;
methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

propargyl alcohol methyl ether
627-41-8

propargyl alcohol methyl ether

Diethyl-(3-methoxy-thiophen-2-yl)-amine
114143-28-1

Diethyl-(3-methoxy-thiophen-2-yl)-amine

Conditions
ConditionsYield
Yield given. Multistep reaction;
methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

Methyl diethyldithiocarbamate sulfine

Methyl diethyldithiocarbamate sulfine

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at -10℃; for 0.5h;
methyl diethyldithiocarbamate
686-07-7

methyl diethyldithiocarbamate

palladium dichloride

palladium dichloride

{Pd(II)(S-methyl N,N-diethyldithiocarbamate) Cl2}
105280-35-1

{Pd(II)(S-methyl N,N-diethyldithiocarbamate) Cl2}

Conditions
ConditionsYield
In dichloromethane reaction time 2-3 h,; filtered off, washed with CH2Cl2, washed with n-pentane, dried in vac.;60-70

686-07-7Relevant articles and documents

S-methylation of diethyldithiocarbamic acid in rat liver microsomes

Lill,Mays,Lipsky

, p. 1025 - 1033 (1996)

1. Human hepatic thiol methyltransferase (TMT) is a microsomal enzyme known to catalyse the in vitro S-methylation of diethyldithiocarbamic acid (DDC) to form diethyldithiocarbamic acid methyl ester (methyl DDC). In vivo data are needed to investigate further the biotransformation of DDC to methyl DDC. Thus, we have characterized the in vitro conversion of DDC to methyl DDC using rat liver microsomes with the ultimate goal of establishing an animal model. 2. Formation of methyl DDC in rat liver microsomes was confirmed by hplc analysis. 3. Rat liver microsomes catalysed methylation of DDC with low and high K(m)'s of 5 ± 6 and 260 ± 80 μM respectively and with corresponding V(max)'s of 0.09 ± 0.05 and 0.59 ± 0.04 nmol/min/mg protein. 4. Rat liver TMT activity was maximally inhibited by 57 ± 6% by 1000 μM 2,3-dichloro-α-methylbenzylamine (DCMB), whereas human TMT was completely inhibited. The concentration of half maximal inhibition of rat TMT for DCMB was 2 μM. 5. Incomplete inhibition of rat TMT activity by DCMB suggests a possible alternative pathway of methylation.

An efficient synthesis of dithiocarbamates under ultrasound irradiation in water

Azizi, Najmadin,Gholibeglo, Elahm,Nayeri, Sanaz Dehghan

experimental part, p. 1171 - 1174 (2012/09/25)

Multicomponent reactions with ultrasonic activation have been used as a simple, rapid, atom economic, and green method for the synthesis of dithiocarbamate derivatives in water. The one-pot, three-component condensation of primary and secondary amines with carbon disulfide and unsaturated carbonyl compounds or alkyl halides under ultrasonic irradiation was developed as a green and fast protocol for the rapid high-yielding preparation of dithio-carbamates in water.

Bis(dialkylaminethiocarbonyl)disulfides as potent and selective monoglyceride lipase inhibitors

Kapanda, Coco N.,Muccioli, Giulio G.,Labar, Geoffray,Poupaert, Jacques H.,Lambert, Didier M.

experimental part, p. 7310 - 7314 (2010/07/14)

Monoglyceride lipase (MGL) inhibition may offer an approach in treating diseases in which higher 2-arachidonoyglycerol activity would be beneficial. We report here the synthesis and pharmacological evaluation of bis(dialkylaminethiocarbonyl)disulfide derivatives as irreversible MGL inhibitors. Inhibition occurs through interactions with MGL C208 and C242 residues, and these derivatives exhibit high inhibition selectivity over fatty acid amide hydrolase, another endocannabinoid-hydrolyzing enzyme. 2009 American Chemical Society.

Accelerated degradation of methyl iodide by agrochemicals

Zheng, Wei,Papiernik, Sharon K.,Guo, Mingxin,Yates, Scott R.

, p. 673 - 679 (2007/10/03)

The fumigant methyl iodide (Mel, iodomethane) is considered a promising alternative to methyl bromide (MeBr) for soil-borne pest control in high-cash-value crops. However, the high vapor pressure of Mel results in emissions of a significant proportion of the applied mass into the ambient air, and this may lead to pollution of the environment. Integrating the application of certain agrochemicals with soil fumigation provides a novel approach to reduce excessive fumigant. emissions. This study investigated the potential for several agrochemicals that are commonly used in farming operations, including fertilizers and nitrification inhibitors, to transform Mel in aqueous solution. The pseudo-first-order hydrolysis half-life (t1/2) of Mel was ~ 108 d, while the transformation of Mel in aqueous solutions containing selected agrochemicals was more rapid, with t1/2 1/2 1/2 of Mel was 1/2 > 300 h).

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