3735-92-0

Basic information

• Product Name: METHYL DIMETHYLDITHIOCARBAMATE
• Synonyms: Carbamic acid, dimethyldithio-, methyl ester;Cystogon;dimethyl-carbamodithioicacimethylester;Dimethyldithiocarbamic acid methyl ester;dimethyldithiocarbamicacidmethylester;Dimethyl-dithiocarbamicacidmethylester;dimethyldithio-carbamicacimethylester;Forbiat
• CAS NO: 3735-92-0
• Molecular Formula: C₄H₉NS₂
• Molecular Weight: 135.25
• EINECS: 223-105-5
• Mol File: 3735-92-0.mol

Chemical Properties

• Melting Point: 43～47℃
• Boiling Point: 165.6°Cat760mmHg
• Flash Point: 53.9°C
• Appearance: /
• Density: 1.119g/cm³
• Vapor Pressure: 1.86mmHg at 25°C
• Refractive Index: 1.569
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• PKA: 0.81±0.50(Predicted)
• CAS DataBase Reference: METHYL DIMETHYLDITHIOCARBAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL DIMETHYLDITHIOCARBAMATE(3735-92-0)
• EPA Substance Registry System: METHYL DIMETHYLDITHIOCARBAMATE(3735-92-0)

Safety Data

• Hazardous Substances Data: 3735-92-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
METHYL DIMETHYLDITHIOCARBAMATE is used as a chemical reagent for the synthesis of novel Jak/Stat pathway inhibitors. These inhibitors are essential in the development of new drugs that can potentially treat various diseases and conditions by targeting the Jak/Stat signaling pathway, which is involved in cell growth, differentiation, and immune response.

InChI:InChI=1/C4H9NS2/c1-5(2)4(6)7-3/h1-3H3

Upstream product

• 77-78-1 dimethyl sulfate 
• 75-15-0 carbon disulfide 
• 21114-89-6 N,N,S-trimethyl-N'-phenyl-isothiourea 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 74-83-9 methyl bromide 
• 124-40-3 dimethyl amine 
• 16696-91-6 methyl chlorodithioformate 
• 51108-33-9 5-amino-3-dimethylamino-1H-1,2,4-triazole 
• 3908-55-2 Trimethyl(methylthio)silane 
• 16420-13-6 N,N-Dimethylthiocarbamoyl chloride 
• 51420-35-0 5-amino-3-ethylthio-1H-1,2,4-triazole 
• 74-88-4 methyl iodide 
• 51420-47-4 5-amino-3-(2-methylethylthio)-1H-1,2,4-triazole 
• 74734-11-5 1H-imidazole-1-carbodithioic acid methyl ester 

Downstream Products

• 6926-58-5 4,4-dimethylthiosemicarbazide 
• 75-18-3 dimethylsulfide 
• 1761-67-7 N-methylmethanimine 
• 106492-15-3 4-(N,N-dimethylaminothiocarbonylmethylene)-2,2,5,5-tetramethylimidazolidine-1-oxyl 
• 120679-02-9 4-(2,2-diphenylvinyl)-2,2,5,5-tetramethyl-3-imidazoline-1-oxyl 
• 3013-02-3 S-methyl dimethylthiocarbamate 
• 51-80-9 bis-(dimethylamino)methane 
• 75-50-3 trimethylamine 
• 5188-07-8 sodium thiomethoxide 
• 247237-82-7 3-dimethylaminothiocarbonylthio-4-hydroxy-coumarin 
• 887572-57-8 3-dimethylaminothiocarbonylthio-4-hydroxyquinolin-2(1H)-one 

Relevant articles and documents

Vibrational spectra and force constants of S-methyl-N,N-dimethyldithiocarbamate

The IR and Raman spectra of S-methyl-N,N-dimethyldithiocarbamate were studied in different phase states.The frequencies and vibration modes of normal vibrations were analyzed, and the erroneous assignments made in some previous works were corrected. The force constants of the molecule were estimated using the model of the generalized valence-force field. - Key words: S-methyl-N,N-dimethyldithiocarbamate, vibrational spectra, force constants.

Discovery of 5-chloro- N 2-[(1 S)-1-(5-fluoropyrimidin-2-yl) ethyl]- N 4-(5-methyl-1 H -pyrazol-3-yl)pyrimidine-2,4-diamine (AZD1480) as a novel inhibitor of the jak/stat pathway

The myeloproliferative neoplasms, polycythemia vera, essential thrombocythemia, and idiopathic myelofibrosis are a heterogeneous but related group of hematological malignancies characterized by clonal expansion of one or more myeloid lineages. The discovery of the Jak2 V617F gain of function mutation highlighted Jak2 as a potential therapeutic target in the MPNs. Herein, we disclose the discovery of a series of pyrazol-3-yl pyrimidin-4-amines and the identification of 9e (AZD1480) as a potent Jak2 inhibitor. 9e inhibits signaling and proliferation of Jak2 V617F cell lines in vitro, demonstrates in vivo efficacy in a TEL-Jak2 model, has excellent physical properties and preclinical pharmacokinetics, and is currently being evaluated in Phase I clinical trials.

4- (3-AMINOPYRAZOLE) PYRIMIDINE DERIVATIVES FOR USE AS TYROSINE KINASE INHIBITORS IN THE TREATMENT OF CANCER

This invention relates to novel compounds having the formula (I) and to their pharmaceutical compositions and to their methods of use. These novel compounds provide a treatment for cancer.

Medium effect on the rotational barrier of carbamates and its sulfur congeners

The solvent effect on rotation about the conjugated C-N bond has been studied for methyl N,N-dimethylcarbamate (1), S-methyl N,N-dimethylthiocarbamate (2), O-methyl N,N-dimethylthiocarbamate (3), and methyl N,N- dimethyldithiocarbamate (4). The present investigation included experimental determination of activation parameters (ΔH?, ΔS?, and ΔG?) combined with theoretical calculations via both quantum and classical approaches. Rotational barriers were measured through dynamic NMR experiments in solvents of varied polarity and proton donor ability. In the less polar solvents, the values were 15.3 ± 0.5 (CS2), 14.0 ± 1.1 (CS2), 17.5 ± 0.4 (CCl4), and 14.6 ± 0.5 kcal/mol (CCl4) for 1, 2, 3, and 4, respectively. Upon changing to an aqueous solution, the greatest variations occurred for 2 and 4, whereas for 1 and 3, there was no observable effect. Quantum chemical calculations at the HF/6-311+G(2d,p) and B3LYP/6-311+G(2d,p) levels, with the inclusion of solvation effects via the isodensity polarizable continuum model (IPCM), correctly reproduced the experimentally observed trends but failed to account for some of the measured rotational barrier's magnitudes. Hydrogen-bonding effects were included by performing molecular dynamic simulations. For these latter calculations, it was necessary to parametrize the force field against energies of water-solute complexes calculated at B3LYP/6-31+G-(d,p). Through the results of radial distribution functions, solution rotational barriers could be calculated, presenting good agreement with experimental determinations and revealing the role of hydrogen bonding. Interestingly, only for 2, the rotational barrier is predicted to increase as a result of complexation with water. For the remaining compounds, hydrogen bonding causes the barrier to decrease, contrasting with most of the molecular systems studied up to now.

1-(Methyldithiocarbonyl)imidazole: A useful thiocarbonyl transfer reagent for synthesis of substituted thioureas

1-(Methyldithiocarbonyl)imidazole 1 and its N-methyl quaternary salt 2 have been shown to be efficient methyldithiocarbonyl and thiocarbonyl transfer reagents for the synthesis of dithiocarbamates, symmetrical and unsymmetrical mono-, di- and tri-substituted thioureas in high yields under mild and simple non-hazardous reaction conditions. (C) 2000 Elsevier Science Ltd.

On Triazoles. XXI. Synthesis of 1,2,4-Triazolyldithiocarbonates

The reaction of 5-amino-1,2,4-triazoles 1 with carbon disulfide and alkylating agents in basic condition to yield alkyl, aralkyl and aryl (5-amino-3-Q-1,2,4-triazol-1-yl)dithiocarbonates 2 and alkyl (3-Q-1,2,4-triazol-5-ylamino)dithiocarbonates 3 was studied.The isomeric and tautomeric structure of derivatives obtained was proved with the help of their uv, pmr and cmr spectra using model compounds prepared for this purpose.The results obtained enabled us to correct some confusion in the literature.

Comparative Study of the 13C Nuclear Magnetic Resonance Shifts of Carbonyl and Thiocarbonyl Compounds

The 13C spectra of nine novel and fifteen known derivatives YC(:X)Z with X = O or S are reported and compared with literature data.Two linear relationships between 13C=O and 13C=S are established depending on whether or not Y or Z is linked through an O atom to the C=X group.General equations for 13C=O and 13C=S in terms of the attached groups are also deduced.The 13C chemical shifts of n-butyl and n-octyl groups attached to the heteroatoms in this series of compounds are recorded and discussed.

Gas-phase Pyrolysis of Methyl Dimethylcarbamate and the Correponding Mono- and Dithio Analogs

Gas-phase pyrolysis of methyl dimethylcarbamate (1), O-methyl dimethylthiocarbamate (2), S-methyl dimethylthiocarbamate (3), and methyl dimethyldithiocarbamate (4) has been carried out in the temperature range 1043-1404 K applying the gas-phase Curie-point pyrolysis technique.Real-time analysis of the pyrolyses were carried out by field ionization- and collision activation mass spectrometry. 1 and 4 were found to be thermally very stable even after pyrolysis at 1404 K.N-Methyl methanimine was found in moderate yield following pyrolysis of 2 and 3.The possible isomerization of the ester functions were studied by application of collision activation mass spectrometry in combination with 18O and 34S labeling.The results are discussed considering available data on the simple acetic acid esters with special emphasis on the effect of increasing sulfur content.

(α-Haloalkyl)phosphonium Salts and Sulfur Nucleophiles: A New Type of Reaction Mechanism

Reaction between (α-haloalkyl)phosphonium salts and some sulfur nucleophiles leads to the substitution product Ph3P+CH2SRX-.Evidence is presented that this substitution is not a normal SN2 reaction and that it occurs through formation of a phosphonium ylide and a disulfide, reaction between them, and action of the resulting salt on the starting phosphonium salt.Then RSX and Ph3=CH2 reenter the sequence, giving rise to a three-step chain nucleophilic substitution.