188869-05-8

Basic information

• Product Name: 3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• Synonyms: TERT-BUTYL 3-BROMO-4-OXOPIPERIDINE-1-CARBOXYLATE;3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;BUTTPARK 153\57-01;N-BOC-3-BROMO-4-OXOPIPERIDINE;1-Boc-3-bromo-4-oxopiperidine;1-Piperidinecarboxylic acid, 3-bromo-4-oxo-, 1,1-dimethylethyl ester;1-tert-Butoxycarbonyl-3-bromo-4-oxopiperidine;1-tert-Butyloxycarbonyl-3-bromo-4-oxopiperidine
• CAS NO: 188869-05-8
• Molecular Formula: C₁₀H₁₆BrNO₃
• Molecular Weight: 278.14
• EINECS: 1592732-453-0
• Mol File: 188869-05-8.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 333.3 °C at 760 mmHg
• Flash Point: 155.4 °C
• Appearance: Light yellow solid
• Density: 1.422 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.519
• Storage Temp.: 2-8°C(protect from light)
• PKA: -3.35±0.40(Predicted)
• CAS DataBase Reference: 3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(188869-05-8)
• EPA Substance Registry System: 3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(188869-05-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 188869-05-8(Hazardous Substances Data)

Usage

General Description

3-Bromo-4-oxo-piperidine-1-carboxylic acid tert-butyl ester is a chemical compound with the molecular formula C10H16BrNO3. It is a white to off-white crystalline powder, commonly used in the pharmaceutical industry as an intermediate in the synthesis of various drugs and pharmaceutical compounds. This chemical is a piperidine derivative with a tert-butyl ester group, and it is often utilized as a building block in the production of pharmaceuticals and agrochemicals. It is important to handle this chemical with care, as it may pose health and environmental hazards if mishandled or improperly disposed of.

InChI:InChI=1/C10H16BrNO3/c1-10(2,3)15-9(14)12-5-4-8(13)7(11)6-12/h7H,4-6H2,1-3H3

Upstream product

• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 211108-48-4 tert-butyl 4-[(trimethylsilyl)oxy]-3,6-dihydropyridine-1(2H)-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 41979-39-9 4-piperidone hydrochloride 
• 118652-88-3 3-bromo-piperidin-4-one-hydrobromide 

Downstream Products

• 1004527-72-3 2-phenyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine hydrobromide 
• 1004764-02-6 2-{4-[(3-chloropropyl)oxy]phenyl}-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine 
• 1186205-63-9 tert-butyl 2-[4-(3-chloropropoxy)phenyl]-7a-hydroxy-3a,6,7,7a-tetrahydro[1,3]thiazolo[5,4-c]pyridine-5(4H)-carboxylate 
• 913731-92-7 tert-butyl 2-(2-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-(2,5-difluorophenyl)-2-phenyl-1,3,4-thiadiazol-3(2H)-yl)-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate 
• 365996-05-0 tert-butyl 2-amino-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate 
• 365996-06-1 2-Bromo-5-tert-butoxycarbonyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridine 
• 1174737-79-1 tert-butyl 2-(4-hydroxyphenyl)-6,7-dihydro[1,3]thiazolo[5,4-c]pyridine-5(4H)-carboxylate 
• 1522362-17-9 tert-butyl 3-(2-(4-(tert-butyl)phenyl)-2-oxoethyl)-4-oxopiperidine-1-carboxylate 
• 165948-24-3 5-tert-Butoxycarbonyl-4,5,6,7-tetrahydrothiazolo[5,4-c]-pyridine 
• 165948-23-2 4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine 

Relevant articles and documents

1-[2-(1-Cyclobutylpiperidin-4-yloxy)-6,7-dihydro-4H-thiazolo[5,4-c]pyridin-5-yl]propan-1-one: a Histamine H3 Receptor Inverse Agonist with Efficacy in Animal Models of Cognition

A series of chemical optimizations, which was guided by in vitro affinity at histamine H3 receptor (H3R), modulation of lipophilicity, ADME properties and preclinical efficacy resulted in the identification of 1-[2-(1-cyclobutylpiperidin-4-yloxy)-6,7-dihydro-4H-thiazolo[5,4-c]pyridin-5-yl]propan-1-one (45 e) as a potent and selective (Ki=4.0 nM) H3R inverse agonist. Dipsogenia induced by (R)-α-methylhistamine was dose dependently antagonized by 45 e, confirming its functional antagonism at H3R. It is devoid of hERG and phospholipidosis issues. Compound 45 e has adequate oral exposures and favorable half-life in both rats and dogs. It has demonstrated high receptor occupancy (ED80=0.22 mg/kg) and robust efficacy in object recognition task and, dose dependently increased acetylcholine levels in brain. The sub-therapeutic doses of 45 e in combination with donepezil significantly increased acetylcholine levels. The potent affinity, selectivity, in vivo efficacy and drug like properties together with safety, warrant for further development of this molecule for potential treatment of cognitive disorders associated with Alzheimer's disease.

RESORCINOL DERIVATIVE AS HSP90 INHIBITOR

The present invention relates to a compound represented by formula (I) of a resorcinol derivative as an HSP90 inhibitor or pharmaceutically accepted salts thereof. The compound in the present invention has the activity of inhibiting heat shock protein HSP90. Therefore, the compound in the present invention is used to treat proliferative diseases such as cancer and neurodegenerative diseases. The present invention further provides the compounds and preparation methods for pharmaceutical compositions comprising the compounds, a method for treating diseases, and pharmaceutical compositions comprising the compounds.

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.