75052-04-9

Usage

Uses

Used in Cosmetic and Personal Care Industry:
ISOTHIOCYANATOACETALDEHYDE DIMETHYL ACETAL is used as a fragrance and flavoring agent for its aromatic properties, enhancing the scent and appeal of cosmetic and personal care products.
Used in Food and Beverage Industry:
ISOTHIOCYANATOACETALDEHYDE DIMETHYL ACETAL is used as a flavor enhancer in the manufacturing of food products and beverages, contributing to the overall taste and aroma of these items.
Used in Research and Experimental Studies:
ISOTHIOCYANATOACETALDEHYDE DIMETHYL ACETAL is used as a reagent and for its chemical properties in research and experimental studies, aiding in the development and understanding of various organic compounds.

InChI:InChI=1/C5H9NO2S/c1-7-5(8-2)3-6-4-9/h5H,3H2,1-2H3

Upstream product

• 75-15-0 carbon disulfide 
• 22483-09-6 2,2-dimethoxyethylamine 
• 96989-50-3 di-2-pyridyl thionocarbonate 

Downstream Products

• 143703-02-0 6-Benzyl-3-(2,2-dimethoxy-ethylamino)-1-methyl-1H,6H-pyridazino[4,5-e][1,3,4]thiadiazin-5-one 
• 854602-80-5 4-(2-thioxo-2,3-dihydro-1H-imidazol-1-ylamino)benzonitrile 
• 690248-15-8 4-[N-(2,3-dihydro-1H-imidazol-1-yl-2-thione)-N-(4-trifluoromethylphenylmethyl)amino]benzonitrile 
• 143703-01-9 3-(2,2-Dimethoxy-ethylamino)-1-methyl-6-phenyl-1H,6H-pyridazino[4,5-e][1,3,4]thiadiazin-5-one 
• 143703-08-6 2-aminothiazolo<4,5-d>pyridazin-4(5H)-one 

Relevant academic research and scientific papers

A new efficient synthesis of isothiocyanates from amines using di-tert-butyl dicarbonate

Alkyl and aryl amines are converted smoothly to the corresponding isothiocyanates via the dithiocarbamates in good to excellent yields using di-tert-butyl dicarbonate (Boc2O) and 1-3 mol % of DMAP or DABCO as catalyst. As most of the byproducts are volatile, the work-up involves simple evaporation of the reaction mixture.

Regioselective covalent modification of hemoglobin in search of antisickling agents

Although the molecular defect in sickle hemoglobin that produces sickle cell disease has been known for decades, there is still no effective drug treatment that acts on hemoglobin itself. In this work, a series of diversely substituted isothiocyanates (R-NCS) were examined for their regioselective reaction with hemoglobin in an attempt to alter the solubility properties of sickle hemoglobin. Electrospray mass spectrometry, molecular modeling, X-ray crystallography, and conventional protein chemistry were used to study this regioselectivity and the resulting increase in solubility of the modified hemoglobin. Depending on the attached R-group, the isothiocyanates were found to react either with the Cysβ93 or the N-terminal amine of the α-chain. One of the most effective compounds in the series, 2-(N,N-dimethylamino)ethyl isothiocyanate, selectively reacts with the thiol of Cysβ93 which, in conjunction with the cationic group, was seen to perturb the local hemoglobin structure. This modified HbS shows an approximately 30% increase in solubility for the fully deoxygenated state, along with a significant increase in oxygen affinity. This compound and a related analogue appear to readily traverse the erythrocyte membrane. A discussion of the relation of these structural changes to inhibition of gelation is presented. The dual activities of increasing HbS oxygen affinity and directly inhibiting deoxy HbS polymerization, in conjunction with facile membrane traversal, suggest that these cationic isothiocyanates show substantial promise as lead compounds for development of therapeutic agents for sickle cell disease.

Preparation of Novel Tricyclic Ring Systems Containing the Pyridazinone Ring

Novel tricyclic ring systems, imidazopyridazinothiazines 3, imidazopyridazinothiadiazines 15 and 18 were prepared by the reaction of 5-amino-4-chloropyridazin-3(2H)-ones 1 and 5(4)-(1-methylhydrazino)-4(5)-chloropyridazin-3(2H)-ones 13 (16) with isothiocyanates 2 and 7.