50893-53-3

Usage

Uses

Used in Forensic Toxicology:
1-Chloroethyl chloroformate is used as a reagent for the N-demethylation of tertiary amines to produce drug metabolite reference material. This application is crucial for forensic toxicological applications, where accurate identification and quantification of drug metabolites are essential for legal proceedings and understanding drug abuse patterns.
Used in Capillary Electrophoresis:
In the field of analytical chemistry, 1-Chloroethyl chloroformate is utilized as a catalyst in the N-demethylation reaction during the determination of multiple drugs of abuse in biological fluids. This process employs capillary electrophoresis with native fluorescence and laser-induced fluorescence detection, allowing for the sensitive and selective analysis of various substances.
Used in Organic Synthesis:
1-Chloroethyl chloroformate is used as a reagent in the chemoselective desilylation of silyl-protected alcohols. This reaction is important in organic synthesis, as it allows for the selective removal of silyl protecting groups under mild conditions, facilitating the synthesis of complex organic molecules.
Used in the Pharmaceutical Industry:
As a reagent for the selective N-dealkylation of tertiary amines, 1-Chloroethyl chloroformate is valuable in the pharmaceutical industry for the synthesis of drug metabolites. This process is essential for understanding the metabolic pathways of drugs and their potential toxicities, as well as for the development of new pharmaceutical agents.
Overall, 1-Chloroethyl chloroformate is a versatile reagent with applications in various fields, including forensic toxicology, analytical chemistry, organic synthesis, and the pharmaceutical industry. Its ability to selectively perform N-dealkylation of tertiary amines and its use in the synthesis of drug metabolites make it an important tool in these areas.

InChI:InChI=1/C3H4Cl2O2/c1-2(4)7-3(5)6/h2H,1H3/t2-/m1/s1

Upstream product

• 124-05-0 ethylenebis(chloroformate) 
• 541-41-3 chloroformic acid ethyl ester 
• 75-44-5 phosgene 
• 75-07-0 acetaldehyde 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 56-23-5 tetrachloromethane 
• 64-17-5 ethanol 
• 503-38-8 trichloromethyl chloroformate 

Downstream Products

• 66203-96-1 N-(2-chloropropionyl)piperidine 
• 101623-69-2 (1-chloroethyl)-(4-nitrophenyl)carbonate 
• 629-27-6 1-Iodooctane 
• 50893-36-2 1-Chloroethyl ethyl carbonate 
• 36049-78-2 2-iodooctane 
• 628-17-1 amyl iodide 
• 17376-04-4 2-phenethyl iodide 
• 99106-32-8 N-(1-Chloroethoxycarbonyl)-β-(3,4-dimethoxyphenyl)ethylamine 
• 50594-97-3 methylchloromethyl carbonate 
• 125413-47-0 1-Chloroethyl p-methoxybenzyl carbonate 
• 116-06-3 temik 
• 6940-76-7 1-iodo-3-chloro-propane 
• 99464-81-0 benzyl (1-chloroethyl) carbonate 
• 620-05-3 iodomethylbenzene 

Relevant academic research and scientific papers

Anti-influenza virus compound as well as preparation method and application thereof

The invention provides an anti-influenza virus pharmaceutical compound, and a preparation method and application thereof. The compound provided by the invention is a prodrug, has remarkably improved bioavailability and antiviral activity compared with a parent drug, is suitable for treating/prepaid influenza virus infection related diseases, has improved pharmacokinetic characteristics, and is particularly suitable for being developed into an oral preparation.

New orally active dual enkephalinase inhibitors (DENKIs) for central and peripheral pain treatment

Protecting enkephalins, endogenous opioid peptides released in response to nociceptive stimuli, is an innovative approach for acute and neuropathic pain alleviation. This is achieved by inhibition of their enzymatic degradation by two membrane-bound Zn-metallopeptidases, neprilysin (NEP, EC 3.4.24.11) and aminopeptidase N (APN, EC 3.4.11.2). Selective and efficient inhibitors of both enzymes, designated enkephalinases, have been designed that markedly increase extracellular concentrations and half-lives of enkephalins, inducing potent antinociceptive effects. Several chemical families of Dual ENKephalinase Inhibitors (DENKIs) have previously been developed but devoid of oral activity. We report here the design and synthesis of new pro-drugs, derived from co-drugs combining a NEP and an APN inhibitor through a disulfide bond with side chains improving oral bioavailability. Their pharmacological properties were assessed in various animal models of pain targeting central and/or peripheral opioid systems. Considering its efficacy in acute and neuropathic pain, one of these new DENKIs, 19-IIIa, was selected for clinical development.

NOVEL BETULINIC ACID DERIVATIVES AS HIV INHIBITORS

(I)The invention relates to novel novel betulinic acid derivatives and related compounds, and pharmaceutical compositions useful for therapeutic treatment of viral diseases and particularly HIV mediated diseases.

Catalysis of the photodecomposition of carbon tetrachloride in ethanol by an Amberlite anion exchange resin

The chloride form of the polystyrene-divinylbenzene anion exchange resin Amberlite IRA-900 was found to catalyze the photodecomposition of carbon tetrachloride in ethanol at wavelengths above 350 nm. With sulfate, bromide, and perchlorate as counterions, the resin was inactive. The major products are acetaldehyde, phosgene, chloroform, and hydrogen chloride. The photoreaction is much slower under 1.0 atm O2 than under air, while in deoxygenated solutions it is also much slower and produces no phosgene. Much of the observed behavior can be explained by a model in which the poly(styrene-co- divinylbenzene) matrix absorbs light and transfers energy to CCl4, which undergoes photodissociation, assisted by a chloride ion to stabilize the chlorine atom as Cl2-. Two major reaction channels for the trichloromethyl radicals produced by photodissociation are proposed, one in which CCl3 abstracts hydrogen from ethanol and the other involving addition of O2 to form trichloromethylperoxy radicals.

METHOD FOR PRODUCTION OF CANDESARTAN

The invention relates to novel methods for the production of Candesartan, or a protected form of Candesartan, a Candesartan salt or ester, compounds of application in said method, methods for production thereof, use thereof in said method, a novel polymorph of Candesartan cilexetil, a method for production and use thereof for production of a medicament.

Improved synthesis of dialkylaminopyrrolines

The literature synthesis of 5-dialkylamino-3,4-dihydro-2H-pyrroles from 5-methoxy-3,4-dihydro-2H-pyrrole has been much improved. In initial assays, the pyrrolinium salts obtained on alkylation of the dibutylaminoamidine are excellent "naked halide" catalysts.

An improved method for preparation of cefpodoxime proxetil

Cefpodoxime proxetil, a third-generation cephalosporin for oral administration, was synthesized by a method based on the following sequence of reactions: acylation of 7-aminocephalosporanic acid (7-ACA) with S-benzothiazol-2-yl(2-amino-4-thiazolyl)(methoxyimino)thioacetate (MAEM), chloroacetylation of the cefotaxime formed with chloroacetyl chloride, esterification of the acid function with 1-iodoethyl isopropyl carbonate and final cleavage of chloroacetamide protective group by treatment with thiourea in N,N-dimethylacetamide. The developed procedure allows us to obtain better yields of cefpodoxime proxetil and to eliminate the final purification step by column chromatography, necessary during the synthesis of this antibiotic by the previously reported methods.

Aryloxymethylcarbonochloridate ester intermediates for use in synthesizing pro drugs and their use therefor

The present invention relates to hitherto unknown intermediate of formula, in which R1 stands for hydrogen or a straight or branched aliphatic C1 -C20 carbon chain or an aryl or aralkyl group, aryl and "ar" meaning an aromatic or heterocyclic, 5- or 6-membered ring substituent containing 1 or 2 hetero atoms selected among O, S and N, R1 optionally being further substituted, and its chain being interrupted by hetero atoms like oxygen, or by carbonyl group(s); and R3 stands for hydrogen or C1 -C3 alkyl. The present intermediates can be used in a one step method for producing prodrugs of formula, where D-H =drug itself.

PRODRUGS OF IMIDAZOLE CARBOXYLIC ACIDS AS ANGIOTENSIN II RECEPTOR ANTAGONISTS

Prodrugs of imidazole carboxylic acids which are AII antagonists useful in treating hypertension, pharmaceutical compositions thereof and a method of treating hypertension using such prodrugs are disclosed.

COMPETITION BETWEEN n,?- AND n,?-ORBITAL INTERACTIONS IN CHLORINATED ETHERS R-O-CHClR1

Using the AM-1 method, we have studied CH2=CH-O-CHClR1 molecules (R1 = H, Me).We have shown that the sc conformation with respect to the Csp3-O bond is preferred.We have systematized the 35Cl NOR data on the degree of manifestation of the generalized anomeric effect in R-OCHClR1 2C(=O)> molecules.We have established that enhancement of n,? conjugation in the R-O fragment leads to weakening of the n,? interaction in the O-C-Cl triad.