220060-39-9

Basic information

• Product Name: KF31327
• Synonyms: KF31327;3-ethyl-8-[[2-[4-(hydroxymethyl)piperidin-1-yl]phenyl]methylamino]-1H-imidazo[4,5-g]quinazoline-2-thione
• CAS NO: 220060-39-9
• Molecular Formula: C24H28N6OS
• Molecular Weight: 448.58372
• Mol File: 220060-39-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: KF31327(CAS DataBase Reference)
• NIST Chemistry Reference: KF31327(220060-39-9)
• EPA Substance Registry System: KF31327(220060-39-9)

Safety Data

• Hazardous Substances Data: 220060-39-9(Hazardous Substances Data)

Usage

Uses

Used in Cancer Research:
KF31327 is used as a research tool for studying the role of glutamine in cancer development and progression. It helps to understand the dependency of cancer cells on glutamine for growth and survival, and its inhibition can lead to the development of novel therapeutic strategies targeting glutamine-dependent pathways.
Used in Neurodegenerative Disease Research:
KF31327 is used as a research compound to investigate the role of glutamine in neurodegenerative diseases. By inhibiting glutamine synthesis, it can provide insights into the underlying mechanisms of these diseases and potentially contribute to the development of new treatment approaches.
Used in Immune Function Research:
KF31327 is used as an investigative agent to study the impact of glutamine on immune function. Its ability to modulate glutamine levels can help researchers understand the role of this amino acid in immune responses and its potential as a therapeutic target for immune-related disorders.
Used in Drug Development:
KF31327 is used as a lead compound in the development of novel therapeutic strategies targeting glutamine-dependent pathways. Its potential as an inhibitor of glutamine synthesis can be leveraged to create new drugs for the treatment of cancer and other diseases that rely on glutamine metabolism for their progression.

Upstream product

• 76822-66-7 7-chloro-6-nitro-2,4(1H,3H)-quinazolinedione 
• 394-47-8 2-fluorobenzonitrile 
• 1126-09-6 4-carbethoxypiperidine 
• 13165-35-0 7-chloroquinazoline-2,4-dione 
• 220060-79-7 2-[4-(hydroxymethyl)piperidino]benzylamine 
• 357670-16-7 ethyl-1-(2-cyanophenyl)piperidine-4-carboxylate 
• 103-72-0 phenyl isothiocyanate 

Relevant articles and documents

Development of a practical synthetic route of a PDE V inhibitor KF31327

An efficient route suitable for a large-scale preparation of KF31327 (1), a potent phosphodiesterase V inhibitor, has been developed. We selected 7-chloro-2,4(1H,3H)-quinazolinedione (15) as a starting material, which gave the desired 6-nitro compound with good selectivity. In the chlorination of 7-ethyl-amino-6-nitro-2,4(1H,3H)-quinazolinedione (17), reaction conditions were optimized to minimize the amount of phosphorus oxychloride, and 2,4-dichloro-7-ethylamino-6-nitroquinazoline (14) was obtained in excellent yield. After the selective substitution at C4 position, the chloro substituent at C2 position was successfully removed by hydrogenation concomitant with the reduction of nitro group. The construction of the imidazothione ring was achieved by using phenyl isothiocyanate as a thiocarbonyl donor instead of extremely flammable carbon disulfide. Multikilograms of drug substance have been successfully prepared by these procedures.

Method of inhibiting neoplastic cells with imidazoquinazoline derivatives

A method for inhibiting neoplasia, particularly cancerous and precancerous lesions by exposing the affected cells to imidazoquinazoline derivatives.

Imidazoquinazoline derivatives

PCT No. PCT/JP97/03023 Sec. 371 Date Apr. 27, 1998 Sec. 102(e) Date Apr. 27, 1998 PCT Filed Aug. 29, 1997 PCT Pub. No. WO98/08848 PCT Pub. Date Mar. 5, 1998Imidazoquinoline derivatives of the formula (wherein X may be O or S) provide selective cyclic guanosine 3',5' monophosphate (cGMP)-specific phosphodiesterase (PDE) inhibitory activity. The compounds are useful for treating or ameliorating cardiovascular disease such as thrombosis, angina pectoris, hypertension, heart failure and arterial sclerosis, as well as asthma, impotence and the like.