2158-03-4

Usage

Uses

Used in Pharmaceutical Industry:
1-Carbamylpiperidine is used as an intermediate in the manufacturing of various drugs, including antihistamines and antipsychotics, for its role in the synthesis of these medications.
Used in Agrochemical Industry:
1-Carbamylpiperidine is also utilized in the production of certain pesticides and other agricultural chemicals, contributing to the development of effective solutions for crop protection and management.

InChI:InChI=1/C6H12N2O/c7-6(9)8-4-2-1-3-5-8/h1-5H2,(H2,7,9)

Upstream product

• 110-89-4 piperidine 
• 2597-54-8 ethyl acetylcarbamate 
• 57-13-6 urea 
• 590-28-3 potassium cyanate 
• 72962-46-0 piperidinium hydrogen sulfate 
• 13256-32-1 1,3 dimethyl 1 nitrosourea 
• 3410-77-3 tetraisocyanatosilane 
• 143-33-9 sodium cyanide 
• 1530-87-6 1-piperidinylcarbonnitrile 
• 29044-24-4 N-(N-hydroxyamidino)piperidine 
• 64-17-5 ethanol 
• 29044-24-4 N-(N-hydroxyamidino)piperidine 
• 39531-35-6 N-benzyl-N',N'-(1,5-pentamethylenediyl)urea 
• 333-20-0 potassium thioacyanate 

Downstream Products

• 101275-75-6 (piperidine-1-carbonyl)-(3,4,5-trimethoxy-benzoyl)-amine 
• 87448-66-6 2,3,4,5,6-Pentachloro-phenol; compound with piperidine-1-carboxylic acid amide 
• 627-12-3 1-propyl carbamate 
• 6091-49-2 piperidinium picrate 
• 87448-65-5 Picric acid; compound with piperidine-1-carboxylic acid amide 
• 104417-81-4 N-Benzoyl-N-(piperidine-1-carbonyl)-benzamide 
• 87448-63-3 Piperidine-1-carboxylic acid amide; compound with benzene-1,4-diol 
• 1530-87-6 1-piperidinylcarbonnitrile 
• 2213-43-6 1-Aminopiperidine 
• 196810-37-4 (S)-2-(2-Benzoyl-phenylamino)-3-{4-[2-(5-methyl-2-piperidin-1-yl-oxazol-4-yl)-ethoxy]-phenyl}-propionic acid methyl ester 
• 1062606-47-6 C₁₉H₁₇F₂N₃O 
• 1107665-30-4 C₁₂H₂₀N₂O₂ 
• 1255650-67-9 N-(2-fluorobenzoyl)piperidine-1-carboxamide 
• 1255650-62-4 N-(4-cyanobenzoyl)piperidine-1-carboxamide 

Relevant academic research and scientific papers

Sequential base-promoted annulation/palladium-catalyzed domino 1,5-enyne arylation and vinylation of α-propargylaminohydrazones

Stereoselective dominos: Cascade reactions of easily accessible α-propargylaminohydrazones 1 represent a simple and efficient method for the preparation of pyrazolones 3.

Catalytic hydration of cyanamides with phosphinous acid-based ruthenium(ii) and osmium(ii) complexes: scope and mechanistic insights

The synthesis of a large variety of ureas R1R2NC(O)NH2 (R1 and R2 = alkyl, aryl or H; 26 examples) was successfully accomplished by hydration of the corresponding cyanamides R1R2NCN using the phosphinous acid-based complexes [MCl2(η6-p-cymene)(PMe2OH)] (M = Ru (1), Os (2)) as catalysts. The reactions proceeded cleanly under mild conditions (40-70 °C), in the absence of any additive, employing low metal loadings (1 molpercent) and water as the sole solvent. In almost all the cases, the osmium complex 2 featured a superior reactivity in comparison to that of its ruthenium counterpart 1. In addition, for both catalysts, the reaction rates observed for the hydration of the cyanamide substrates were remarkably faster than those involving classical aliphatic and aromatic nitriles. Computational studies allowed us to rationalize all these trends. Thus, the calculations indicated that the presence of a nitrogen atom directly linked to the CN bond depopulates electronically the nitrile carbon by inductive effect when coordinated to the metal center, thus favouring the intramolecular nucleophilic attack of the OH group of the phosphinous acid ligand to this carbon. On the other hand, the higher reactivity of Os vs. Ru seems to be related with the lower ring strain on the incipient metallacycle that starts to form in the transition state associated with this key step in the catalytic cycle. Indirect experimental evidence of the generation of the metallacyclic intermediates was obtained by studying the reactivity of [RuCl2(η6-p-cymene)(PMe2OH)] (1) towards dimethylcyanamide in methanol and ethanol. The reactions afforded compounds [RuCl(η6-p-cymene)(PMe2OR)(NCNMe2)][SbF6] (R = Me (5a), Et (5b)), resulting from the alcoholysis of the metallacycle, which could be characterized by single-crystal X-ray diffraction. This journal is

Regioselective Formal [3+2] Cycloadditions of Urea Substrates with Activated and Unactivated Olefins for Intermolecular Olefin Aminooxygenation

A new class of intermolecular olefin aminooxygenation reaction is described. This reaction utilizes the classic halonium intermediate as a regio- and stereochemical template to accomplish the selective oxyamination of both activated and unactivated alkenes. Notably, urea chemical feedstock can be directly introduced as the N and O source and a simple iodide salt can be utilized as the catalyst. This formal [3+2] cycloaddition process provides a highly modular entry to a range of useful heterocyclic products with excellent selectivity and functional-group tolerance.

A Physical Organic Approach to Tuning Reagents for Selective and Stable Methionine Bioconjugation

We report a data-driven, physical organic approach to the development of new methionine-selective bioconjugation reagents with tunable adduct stabilities. Statistical modeling of structural features described by intrinsic physical organic parameters was applied to the development of a predictive model and to gain insight into features driving the stability of adducts formed from the chemoselective coupling of oxaziridine and methionine thioether partners through Redox Activated Chemical Tagging (ReACT). From these analyses, a correlation between sulfimide stabilities and sulfimide ν (C=O) stretching frequencies was revealed. We exploited the rational gains in adduct stability exposed by this analysis to achieve the design and synthesis of a bis-oxaziridine reagent for peptide stapling. Indeed, we observed that a macrocyclic peptide formed by ReACT stapling at methionine exhibited improved uptake into live cells compared to an unstapled congener, highlighting the potential utility of this unique chemical tool for thioether modification. This work provides a template for the broader use of data-driven approaches to bioconjugation chemistry and other chemical biology applications.

A practically simple, catalyst free and scalable synthesis of: N -substituted ureas in water

A practically simple, mild and efficient method is developed for the synthesis of N-substituted ureas by nucleophilic addition of amines to potassium isocyanate in water without organic co-solvent. Using this methodology, a variety of N-substituted ureas (mono-, di- and cyclic-) were synthesized in good to excellent yields with high chemical purity by applying simple filtration or routine extraction procedures avoiding silica gel purification. The developed methodology was also found to be suitable for gram scale synthesis of molecules having commercial application in large volumes. The identified reaction conditions were found to promote a unique substrate selectivity from a mixture of two amines.

N - amino piperidine hydrochloride preparation method

The invention relates to a preparation method of N-aminopiperidine hydrochloride. The preparation method comprises the steps: mixing piperidine with urea, and performing heating reflux reaction for 2-8 hours to obtain N-formamide piperidine; introducing chlorine gas for reaction for 1-2.5 hours when the dissolved N-formamide piperidine is at 0-20 DEG C, then carrying out Hoffmann rearrangement reaction under an alkaline condition to obtain N-aminopiperidine, reacting N-aminopiperidine with concentrated hydrochloric acid to obtain N-aminopiperidine hydrochloride. According to the preparation method of N-aminopiperidine hydrochloride, urea which serves as a raw material is low in cost and easy to obtain, highly toxic compounds such as hydrazine hydrate are not used, and nitro compounds with strong carcinogenicity are not produced in a synthetic process; and reaction conditions are mild, operation is simple, after-treatment is simple and convenient, and reaction yield is high.

Transamidation of carboxamides catalyzed by Fe(III) and water

The highly efficient transamidation of several primary, secondary, and tertiary amides with aliphatic and aromatic amines (primary and secondary) is described. The reaction is performed in the presence of a 5 mol % concentration of different hydrated salts of Fe(III), and the results show that the presence of water is crucial. The methodology was also applied to urea and phthalimide to demonstrate its versatility and wide substrate scope. An example of its use is an intramolecular application in the synthesis of 2,3-dihydro-5H-benzo[b]-1,4- thiazepin-4-one, which is the bicyclic core of diltiazem and structurally related drugs (Budriesi, R.; Cosimelli, B.; Ioan, P.; Carosati, E.; Ugenti, M. P.; Spisani, R. Curr. Med. Chem. 2007, 14, 279-287). A plausible mechanism that explains the role of water is proposed on the basis of experimental observations and previous mechanistic suggestions for transamidation reactions catalyzed by transition metals such as copper and aluminum. This methodology represents a significant improvement over other existing methods; it can be performed in air and with wet or technical grade solvents.

PROCESS FOR STRAIGHTENING KERATIN FIBRES WITH A HEATING MEANS AND DENATURING AGENTS

The invention relates to a process for straightening keratin fibres, comprising: (i) a step in which a straightening composition containing at least two denaturing agents is applied to the keratin fibres, (ii) a step in which the temperature of the keratin fibres is raised, using a heating means, to a temperature of between 110 and 250° C.

Five-membered heterocyclic compounds as inhibitors of SRC family protein kinase.

The present invention refers to novel substituted aromatic heteroaryl derivatives of formula (I). with the definitions of A, L1, L2, G, J, X and Y according to claim 1. These novel compounds are useful for the inhibition of protein kinases, particularly of the inhibition of Src family protein kinases. Methods for inhibiting kinases by contacting kinases with these novel compounds are disclosed. In another embodiment the present invention refers to pharmaceutical compositions containing these novel compounds and their use for the preparation of medicaments for treating diseases or disorders associated with unphysiological activity of kinases in the body, particularly for the treatment of cancer, immunosuppression, and osteoporosis.

CCR5 antagonists useful for treating AIDS

Compounds of the formula 1or a pharmaceutically acceptable salt or isomer thereof, wherein: Q, X and Z are CH or N; R, R4-R7 and R13 are H or alkyl; R1 is H, alkyl, fluoroalkyl, R9-arylalkyl, R9-heteroarylalkyl, alkyl—SO2—, cycloalkyl—SO2—, fluoroalkyl—SO2—, R9-aryl—SO2—, R9-heteroaryl—SO2—, N(R22)(R23)—SO2—, alkyl—C(O)—, cycloalkyl—C(O)—, fluoroalkyl—C(O)—, R9-aryl—C(O)—, NH-alkyl—C(O)— or R9-aryl—NH—C(O)—; R2 is H and R3 is H, alkyl, alkoxyalkyl, cycloalkyl, cycloalkylalkyl, R9-aryl, R9-arylalkyl, R9-heteroaryl, or R9-heteroarylalkyl, and when X and Z are each CH, R3 is alkoxy, R9-aryloxy, R9-heteroaryloxy, alkylC(O)O—, alkylaminoC(O)O—, alkylOC(O)NR13—, alkylOC(O)NR13— or alkylaminoC(O)NR13—; or R2 and R3 together are =O, =NOR10, =N—NR11R12 or =CH-alkyl; R8 is substituted phenyl, substituted heteroaryl, naphthyl, fluorenyl, diphenymethyl, alpha-substituted benzyl or alpha-substituted heteroarylmethyl; R9-R12 are as defined; are disclosed for the treatment of HIV, solid organ transplant rejection, graft v. host disease, inflammatory diseases, atopic dermatitis, asthma, allergies or multiple sclerosis, as well as pharmaceutical compositions and combinations with antiviral or anti-inflammatory agents.