91419-48-6

Basic information

• Product Name: TERT-BUTYL 4-(AMINOCARBONYL)TETRAHYDROPYRIDINE-1(2H)-CARBOXYLATE
• Synonyms: 1-Piperidinecarboxylic acid, 4-(aminocarbonyl)-, 1,1-dimethylethyl ester;1-N-BOC-ISONIPECOTAMIDE;tert-Butyl 4-(aminocarbonyl)tetrahydropyridine-1-carboxylate;1-Boc-4-Piperidinecarboxamide;Boc-piperidine-4-carboxylate;N-BOC-piperidine-4-carboxamide;tert-butyl 4-carbaMoylpiperidine-1-carboxylate;4-Carbamoylpiperidine, N1-BOC protected
• CAS NO: 91419-48-6
• Molecular Formula: C₁₁H₂₀N₂O₃
• Molecular Weight: 228.29
• Mol File: 91419-48-6.mol

Chemical Properties

• Melting Point: 158-160
• Boiling Point: 384.4 °C at 760 mmHg
• Flash Point: 186.3 °C
• Appearance: /
• Density: 1.123 g/cm³
• Vapor Pressure: 4.1E-06mmHg at 25°C
• Refractive Index: 1.498
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 16.40±0.20(Predicted)
• CAS DataBase Reference: TERT-BUTYL 4-(AMINOCARBONYL)TETRAHYDROPYRIDINE-1(2H)-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL 4-(AMINOCARBONYL)TETRAHYDROPYRIDINE-1(2H)-CARBOXYLATE(91419-48-6)
• EPA Substance Registry System: TERT-BUTYL 4-(AMINOCARBONYL)TETRAHYDROPYRIDINE-1(2H)-CARBOXYLATE(91419-48-6)

Safety Data

• Hazard Codes: Xi
• Safety Statements: S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 91419-48-6(Hazardous Substances Data)

Usage

Chemical Properties

White powder

InChI:InChI=1/C11H20N2O3/c1-11(2,3)16-10(15)13-6-4-8(5-7-13)9(12)14/h8H,4-7H2,1-3H3,(H2,12,14)

Upstream product

• 84358-13-4 N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid 
• 39546-32-2 4-carboxamidopiperidine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1126-09-6 4-carbethoxypiperidine 
• 142851-03-4 1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate 
• 190446-85-6 tert-butyl 4-((hydroxyimino)methyl)piperidine-1-carboxylate 
• 124443-68-1 1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate 
• 498-94-2 isonipecotic acid 

Downstream Products

• 91419-52-2 1-tert-butoxycarbonyl-4-cyanopiperidine 
• 280110-63-6 (Z)-tert-butyl 4-(N’-hydroxycarbamimidoyl)piperidine-1-carboxylate 
• 940868-23-5 tert-butyl 4-(4-{[(4-fluorobenzyl)amino]carbonyl}-5,6-dihydroxypyrimidin-2-yl)piperidine-1-carboxylate 
• 847661-85-2 4-[(1-phenyl-pyridin-2-yl-methyl)-carbamoyl]piperidine-1-carboxylic acid tert-butyl ester 
• 214834-18-1 tert-butyl 4-carbamothioylpiperidine-1-carboxylate 
• 91419-60-2 4-(1H-tetrazol-5-yl)piperidine hydrochloride 
• 91419-58-8 tert-butyl 4-(1H-tetrazol-5-yl)piperidine-1-carboxylate 
• 206989-61-9 4-acetyl-1-(t-butoxycarbonyl)piperidine 
• 30818-11-2 1-(4-piperidinyl)ethanone 
• 4395-98-6 4-cyanopiperidine 
• 345955-31-9 naphthalene-1-sulfonic acid (1-{[benzyl-(3-methoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl)-amino]-acetyl}-piperidin-4-ylmethyl)-amide 
• 443897-95-8 N-(2-aminoethyl) piperidine-4-carboxamide 
• 742078-99-5 4-[5-(2-cyclohexylamino-pyrimidin-4-yl)-4-(4-fluoro-phenyl)-oxazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester 
• 302839-17-4 4-[5-(2-cyclohexylamino-pyridin-4-yl)-4-(4-fluoro-phenyl)-oxazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

Design, Synthesis, and Fungicidal Activities of Novel Piperidyl Thiazole Derivatives Containing Oxime Ether or Oxime Ester Moieties

To explore the influence of the positions of the two nitrogen atoms on the thiazole ring and the isoxazoline ring on the activity, a series of novel piperidyl thiazole derivatives containing oxime ether and oxime ester moieties with two nitrogen atoms on the same or opposite sides have been designed, synthesized, and first evaluated for their fungicidal activities against Phytophthora capsici in vitro. The bioassay results showed that the target compounds possessed moderate to good fungicidal activities against P. capsici, among which oxime ether compound 11b shows the highest fungicidal activity in vitro (EC50 = 0.0104 μg/mL) which is higher than dimethomorph (EC50 = 0.1148 μg/mL) and diacetylenyl amide (EC50 = 0.040 μg/mL). Compared with oxime ether compounds (the two nitrogen atoms are on the opposite sides), the activities of oxime ester compounds were significantly reduced. It is different from the commercial fungicide fluoxapiprolin, and the activities of the compounds with the two nitrogen atoms on the same side were significantly reduced compared to the compounds with the two nitrogen atoms on the opposite sides. Moreover, compounds 11b, 11d, 11e, and 11g showed moderate to good antifungal activities in vivo against Phytophthora capsici, Pseudoperonospora cubensis, and Phytophthora infestans. Scanning electron microscopy of compound 11b on the hyphae morphology showed that compound 11b might cause mycelial abnormalities of P. capsici.

Synthetic method and application of piperidyl thiazole formamide compound

The invention relates to a 2-(4-piperidyl)-thiazole-4-formamide compound and a synthetic method and medicinal evaluation thereof. The synthetic method comprises the following steps: carrying out a substitution reaction between N-Boc-4-piperidine-carboxylic acid and ammonium chloride to prepare an intermediate 2; carrying out a thiolation reaction between the compound 2 and a Lawesson reagent to obtain an intermediate 3; carrying out a reaction between the compound 3 and ethyl bromopyruvate to obtain an intermediate 4; carrying out esterolysis on the compound 4 to obtain a compound 5; carryingout a reaction between the compound 5 and ammonia to obtain an intermediate 6; deprotecting the Boc protected compound 6 to obtain a compound 7; performing acid condensation on the compound 7 to obtain an intermediate 8; deprotecting the Boc protected intermediate 8 to obtain a compound 9; and carrying out a reaction between the compound 9 and different isocyanates to obtain a final product. An MTT method is adopted for tests, and it shows that part of the 2-(4-piperidyl)-thiazole-4-formamide compounds have certain anti-tumor activity, wherein the antitumor activity of a compound 10f-10m is superior to that of a compound 10a-10d.

Piperidyl tetrahydrobenzothiazole oxime ether derivative and application thereof

The invention relates to a piperidyl tetrahydrobenzothiazole oxime ether derivative as shown in a general formula (I) and application of the piperidyl tetrahydrobenzothiazole oxime ether derivative asa bactericide. The compound represents a novel bactericide structure type, has excellent sterilization activity and can be used for preventing and treating diseases such as downy mildew, late blightand downy mildew generated by oomycetes pathogenic bacteria, particularly cucumber downy mildew, grape downy mildew, cabbage downy mildew, tomato late blight, potato late blight, pepper late blight, litchi downy blight and soybean phytophthora root rot. The compound is also suitable for sclerotinia sclerotiorum, ring rot, gray mold, banded sclerotial blight and the like. The compound disclosed bythe invention can be directly used, can also be used together with an agriculturally acceptable carrier, and can also be compounded with other bactericides for use.

Design and biological evaluation of tetrahydropyridine derivatives as novel human GPR119 agonists

A series of novel tetrahydropyridine derivatives were prepared and evaluated using cell-based measurements. Systematic optimization of general structure G-1 led to the identification of compound 35 (EC50 = 4.9 nM) and 37 (EC50 = 8.8 nM) with high GPR119 agonism activity and moderate clog P. Through single and long-term pharmacodynamic experiments, we found that compound 35 showed a hypoglycemic effect and may have an effect on improving basal metabolic rate in DIO mice. Both in vitro and in vivo tests indicated that compound 35 was a potential potent GPR119 agonist in allusion to T2DM treatment.

Synthesis and biological evaluation of thiazole derivatives as GPR119 agonists

A series of 4-(phenoxymethyl)thiazole derivatives was synthesized and evaluated for their GPR119 agonistic effect. Several 4-(phenoxymethyl)thiazoles with pyrrolidine-2,5-dione moieties showed potent GPR119 agonistic activities. Among them, compound 27 and 32d showed good in vitro activity with an EC50 value of 49 nM and 18 nM, respectively with improved human and rat liver microsomal stability compare with MBX-2982. Compound 27 & 32d did not exhibit significant CYP inhibition, hERG binding, and cytotoxicity. Moreover, these compounds lowered the glucose excursion in mice in an oral glucose-tolerance test.

HETEROAROMATIC DERIVATIVES AND PHARMACEUTICAL APPLICATIONS THEREOF

Disclosed are heteroaryl derivatives, pharmaceutical composition and uses in the manufacture of a medicine for treating respiratory diseases, especially for chronic obstructive pulmonary disease (COPD).

Aromatic heterocyclic derivatives and applications of aromatic heterocyclic derivatives in medicines

The present invention discloses aromatic heterocyclic derivatives and applications of the aromatic heterocyclic derivatives in medicines, and specifically provides a class of aromatic heterocyclic compounds or stereoisomers, geometric isomers, tautomers, racemic bodies, nitrogen oxides, hydrates, solvates, metabolites, pharmaceutically acceptable salts or prodrugs thereof, and pharmaceutical compositions containing the compounds. The present invention further discloses uses of the compounds or pharmaceutical compositions in drug preparation, wherein the drug is used for treatment of respiratory diseases, particularly chronic obstructive pulmonary disease (COPD).

GLYCOSIDASE INHIBITORS

Compounds of formula (I) wherein A, R, W, Q, n and m have the meaning according to the claims can be employed, inter alia, for the treatment of tauopathies and Alzheimer's disease.

General Ser/Thr Kinases Pharmacophore Approach for Selective Kinase Inhibitors Search as Exemplified by Design of Potent and Selective Aurora A Inhibitors

A general pharmachophore model for various types of Ser/Thr kinases was developed. Search for the molecules fitting to this pharmacophore among ASINEX proprietary library revealed a number of compounds, which were tested and appeared to possess some activity against several Ser/Thr kinases such as Aurora A, Aurora B and Haspin. The possibility of performing the fine-tuning of the general Ser/Thr pharmacophore to desired types of kinase to get active and selective inhibitors was exemplified by Aurora A kinase. As a result, several hits in 3–5?nm range of activity against Aurora A kinase with rather good selectivity and ADME properties were obtained.

Hofmann Rearrangement of Carboxamides Mediated by N-Bromoacetamide

An efficient, one-pot procedure for the Hofmann rearrangement of aromatic and aliphatic amides has been developed. Methyl and benzyl carbamates are produced with N-bromoacetamide in the presence of lithium hydroxide or lithium methoxide, in high yields. β-Phenylamino amides gave five-membered cyclic ureas stereospecifically. Side products of aryl or benzyl bromination were minimized. This procedure offers an easy access to various protected amines or diamines, which represent important synthetic precursors.