111511-90-1

Basic information

• Product Name: dihydro-2H-pyran-4,4(3H)-dicarbonitrile
• Synonyms: dihydro-2H-pyran-4,4(3H)-dicarbonitrile;Tetrahydropyran-4,4-dicarbonitrile;Tetrahydro-4H-pyran-4,4-dicarbonitrile;oxane-4,4-dicarbonitrile
• CAS NO: 111511-90-1
• Molecular Formula: C₇H₈N₂O
• Molecular Weight: 136.15122
• Mol File: 111511-90-1.mol
• Article Data: 17

Chemical Properties

• Melting Point: 113-114 °C(Solv: ethanol (64-17-5))
• Boiling Point: 335.5±42.0 °C(Predicted)
• Appearance: /
• Density: 1.13±0.1 g/cm3(Predicted)
• CAS DataBase Reference: dihydro-2H-pyran-4,4(3H)-dicarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: dihydro-2H-pyran-4,4(3H)-dicarbonitrile(111511-90-1)
• EPA Substance Registry System: dihydro-2H-pyran-4,4(3H)-dicarbonitrile(111511-90-1)

Safety Data

• Hazardous Substances Data: 111511-90-1(Hazardous Substances Data)

Usage

Description

Dihydro-2H-pyran-4,4(3H)-dicarbonitrile, also known as Tetrahydropyran-4,4-dicarbonitrile, is an organic compound with the molecular formula C9H12N2. It is a heterocyclic compound featuring a dihydropyran ring fused with two carbonitrile groups. dihydro-2H-pyran-4,4(3H)-dicarbonitrile is known for its potential applications in the pharmaceutical and chemical industries due to its unique structural properties.

Uses

Used in Pharmaceutical Industry:
Dihydro-2H-pyran-4,4(3H)-dicarbonitrile is used as a key intermediate in the synthesis of potent anti-HIV agents. Its unique structural features allow for the development of new drugs that can effectively combat the Human Immunodeficiency Virus (HIV).
Used in Medicinal Chemistry:
In the field of medicinal chemistry, dihydro-2H-pyran-4,4(3H)-dicarbonitrile is utilized in the preparation of novel, neutral 5-hydroxytryptamine 6 receptor (5-HT6R) antagonists. These antagonists possess unique structural facilities that can potentially be used for the treatment of various neurological and psychiatric disorders, such as Alzheimer's disease, schizophrenia, and depression.
Used in Chemical Synthesis:
Dihydro-2H-pyran-4,4(3H)-dicarbonitrile is also employed as a versatile building block in the synthesis of various organic compounds. Its reactivity and structural properties make it a valuable component in the development of new molecules with potential applications in different industries, including pharmaceuticals, agrochemicals, and materials science.

Upstream product

• 111-44-4 3-oxa-1,5-dichloropentane 
• 109-77-3 malononitrile 
• 5414-19-7 1,1'-oxybis(2-bromo-ethane) 

Downstream Products

• 111511-91-2 tetrahydro-4H-pyran-4,4-dimethanamine dihydrochloride 
• 5337-04-2 tetrahydro-4H-pyran-4,4-dicarboxylic acid 
• 1263374-32-8 4-(aminomethyl)tetrahydro-2H-pyran-4-carbonitrile 
• 1337565-39-5 N-[(8-oxa-2,3-diaza-spiro[4.5]dec-3-en-2-yl)-methylsulfanyl-methylidene]-3-chlorobenzenesulfonamide 
• 1015169-93-3 N-[ethylamino-(8-oxa-2,3-diaza-spiro[4.5]dec-3-en-2-yl)methylidene]-3-chlorobenzenesulfonamide 
• 1263374-47-5 4-((6-(benzyloxy)-3-fluoropyridin-2-yl-amino)methyl)tetrahydro-2H-pyran-4-carbonitrile 
• 1403578-85-7 3-(4-bromo-2-fluorophenyl)-9-oxa-2,4-diazaspiro[5.5]undec-2-ene 
• 104-85-8 para-methylbenzonitrile 
• 100-47-0 benzonitrile 

Relevant articles and documents

Water-soluble third generation antitumor platinum complexes, [2,2-bis(aminomethyl)-1,3-propanediol-N,N'][1,1-cyclobutanedicarboxylato(2- )-O,O']platinum(II) and [1,1-cyclobutanedicarboxylato(2-)-O,O'][tetrahydro-4H-pyran-4,4- dimethanamine-N,N']platinum(II)

The synthesis, stability, and antitumor activity of a series of water-soluble third generation platinum(II) complexes have been described. Among these complexes, [2,2-bis(aminomethyl)-1,3-propanediol-N,N'][1,1-cyclobutanedicarboxylato(2- )-O,O']platinum(II) and [1,1-cyclobutanedicarboxylato(2-)-O,O'](tetrahydro-4H-pyran-4,4- dimethanamine-N,N')platinum(II) have shown the greatest promise for further investigation and are currently under clinical evaluation.

Structure-activity relationship study of pyrimido[1,2-c][1,3]benzothiazin- 6-imine derivatives for potent anti-HIV agents

3,4-Dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine (PD 404182) is an antiretroviral agent with submicromolar inhibitory activity against human immunodeficiency virus-1 (HIV-1) and HIV-2 infection. In the current study, the structure-activity relationships of accessory groups at the 3- and 9-positions of pyrimido[1,2-c][1,3]benzothiazin-6-imine were investigated for the development of more potent anti-HIV agents. Several different derivatives containing a 9-aryl group were designed and synthesized using Suzuki-Miyaura cross-coupling and Ullmann coupling reactions. Modification of the m-methoxyphenyl or benzo[d][1,3]dioxol-5-yl group resulted in improved anti-HIV activity. In addition, the 2,4-diazaspiro[5.5]undec-2-ene-fused benzo[e][1,3]thiazine derivatives were designed and tested for their anti-HIV activities. The most potent 9-(benzo[d][1,3]dioxol-5-yl) derivative was two-threefold more effective against several strains of HIV-1 and HIV-2 than the parent compound, PD 404182.

3-(AMINOARYL)-PYRIDINE COMPOUNDS

The present invention provides a compound of formula (I): and pharmaceutically acceptable salts, enantiomers, stereoisomers, rotamers, tautomers, diastereomers, or racemates thereof. Also provided are pharmaceutical compositions containing these compounds and methods of treating a disease or condition mediated by CDK9 using these compounds and compositions.