873397-34-3

Basic information

• Product Name: TETRAHYDRO-2H-PYRAN-3-CARBOXYLIC ACID
• Synonyms: TETRAHYDRO-PYRAN-3-CARBOXYLIC ACID;TETRAHYDRO-2H-PYRAN-3-CARBOXYLIC ACID;Tetrahydro-2H-pyran-3-car...;oxane-3-carboxylic acid;3-tetrahydropyrancarboxylic acid
• CAS NO: 873397-34-3
• Molecular Formula: C₆H₁₀O₃
• Molecular Weight: 130.14
• Mol File: 873397-34-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 265℃
• Flash Point: 114℃
• Appearance: /
• Density: 1.185
• Vapor Pressure: 0.00282mmHg at 25°C
• Refractive Index: 1.472
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 4.35±0.20(Predicted)
• CAS DataBase Reference: TETRAHYDRO-2H-PYRAN-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: TETRAHYDRO-2H-PYRAN-3-CARBOXYLIC ACID(873397-34-3)
• EPA Substance Registry System: TETRAHYDRO-2H-PYRAN-3-CARBOXYLIC ACID(873397-34-3)

Safety Data

• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39
• Hazardous Substances Data: 873397-34-3(Hazardous Substances Data)

Usage

Description

TETRAHYDRO-2H-PYRAN-3-CARBOXYLIC ACID is a chemical compound that serves as an important intermediate in the synthesis of various organic compounds. It is characterized by its unique structure, which includes a tetrahydropyran ring and a carboxylic acid group, making it a versatile building block in organic chemistry.

Uses

Used in Pharmaceutical Industry:
TETRAHYDRO-2H-PYRAN-3-CARBOXYLIC ACID is used as a key intermediate in the synthesis of β-hydroxyisovalerylshikonin analogues, which are compounds with inhibitory activity towards cancer cell lines such as DU-145 (prostate cancer) and HeLa (cervical cancer). Its role in the synthesis of these bioactive compounds highlights its potential as a valuable component in the development of novel therapeutic agents for cancer treatment.

InChI:InChI=1/C6H10O3/c7-6(8)5-2-1-3-9-4-5/h5H,1-4H2,(H,7,8)

Upstream product

• 100313-48-2 5,6-dihydro-2H-pyran-3-carboxylic acid 
• 19752-84-2 Oxan-3-ol 
• 110-87-2 3,4-dihydro-2H-pyran 
• 23462-75-1 5,6-dihydro-2H-pyran-3(4H)-one 
• 89464-26-6 tetrahydropyran-3-carbonitrile 
• 40915-37-5 5,6-dihydro-4H-pyran-3-carboxylic acid 
• 14774-36-8 rac-(tetrahydro-2H-pyran-3-yl)methanol 

Downstream Products

• 159358-48-2 methyl tetrahydropyran-3-carboxylate 
• 1305321-54-3 3-({2-[(benzyloxycarbonyl)amino]-3-phenylpropanoyl}-amino)tetrahydropyran-3-carboxylic acid 
• 1305321-47-4 N-methyl-N-phenyltetrahydropyran-3-carboxamide 
• 1305321-48-5 N-methyl-N-phenyltetrahydropyran-3-thiocarboxamide 
• 1305321-46-3 N-methyl-N-phenyl-5-oxa-1-azaspiro[2.5]oct-1-en-2-amine 
• 1305321-49-6 N-{3-[(N-methyl-N-phenylamino)thioxomethyl]tetrahydropyran-3-yl}benzamide 
• 77342-93-9 tetrahydro-pyran-3-carbaldehyde 

Relevant articles and documents

Electrochemical Oxidation of Alcohols and Aldehydes to Carboxylic Acids Catalyzed by 4-Acetamido-TEMPO: An Alternative to "anelli" and "pinnick" Oxidations

An electrocatalytic method has been developed to oxidize primary alcohols and aldehydes to the corresponding carboxylic acids using 4-acetamido-2,2,6,6-tetramethylpiperidin-1-oxyl (ACT) as a mediator. The method successfully converts benzylic, aliphatic, heterocyclic, and other heteroatom-containing substrates to the corresponding carboxylic acids in aqueous solution at room temperature. The mild conditions enable retention of stereochemistry adjacent to the site of oxidation, as demonstrated in a 40 g-scale synthesis of a precursor to levetiracetam, a medication used to treat epilepsy.

IMIDAZOTRIAZINONE COMPOUNDS

The present invention provides imidazotriazinone compounds which are inhibitors of phosphodiesterase 9. The present invention further provides processes, pharmaceutical compositions, pharmaceutical preparations and pharmaceutical use of the compounds in the treatment of PDE9 associated diseases or disorders in mammals, including CNS or neurodegeneration disorder.