Category: 55687-19-9

Lumma, William C. Jr. published the artcilePiperazinylquinoxalines with central serotoninmimetic activity, Safety of 5-Chloroquinoxalin-2-ol, the main research area is serotoninmimetic piperazinylquinoxaline; serotoninin reuptake blocking quinoxaline; piperazinylquinoxaline; quinoxaline piperazinyl.

The piperazinylquinoxalines I (R = H, Ac, Me; R1 = H, OH (and the related ketone), CO2H; R2, R3 = H, Cl, NH2, CF3, SPh, OMe, F, etc.; m, n = 0, 1) were prepared by various methods. I were tested for selectivity in regards to serotonin reuptake blocking and serotoninmimetic activity. In general, introduction of a 6-substituent into I enhanced serotonin reuptake blocking activity and diminished serotoninmimetic activity. Unsubstituted I and I (R1 = OH) had primary serotoninmimetic activity.

Journal of Medicinal Chemistry published new progress about serotoninmimetic piperazinylquinoxaline; serotoninin reuptake blocking quinoxaline; piperazinylquinoxaline; quinoxaline piperazinyl. 55687-19-9 belongs to class chlorides-buliding-blocks, name is 5-Chloroquinoxalin-2-ol, and the molecular formula is C8H5ClN2O, Safety of 5-Chloroquinoxalin-2-ol.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Jacobsen, E. Jon published the artcileHigh-Affinity Partial Agonist Imidazo[1,5-a]quinoxaline Amides, Carbamates, and Ureas at the γ-Aminobutyric Acid A/Benzodiazepine Receptor Complex, Safety of 5-Chloroquinoxalin-2-ol, the main research area is imidazoquinoxaline carbamate carboxamide preparation benzodiazepine receptor; anxiolytic imidazoquinoxaline carbamate carboxamide preparation; cyclopropyl oxadiazolyl imidazoquinoxalinecarboxamide preparation; urea imidazoquinoxaline preparation benzodiazepine receptor.

A series of imidazo[1,5-a]quinoxaline amides, carbamates, and ureas which have high affinity for the γ-aminobutyric acid A/benzodiazepine receptor complex was developed. Compounds within this class have varying efficacies ranging from antagonists to full agonists. However, most analogs were found to be partial agonists as indicated by [35S]TBPS and Cl- current ratios. Many of these compounds were also effective in antagonizing metrazole-induced seizures in accordance with anticonvulsant and possible anxiolytic activity. Selected quinoxalines displayed limited benzodiazepine-type side effects such as ethanol potentiation and phys. dependence in animal models. An interesting analog was 3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-N,N-dimethylimidazo[1,5-a]quinoxaline-5(4H)-carboxamide which has a partial agonist profile in vitro while possessing useful activity in animal models of anxiety such as the Vogel and Geller assays. In accordance with its partial agonist profile, 3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-N,N-dimethylimidazo[1,5-a]quinoxaline-5(4H)-carboxamide was devoid of typical benzodiazepine side effects.

Journal of Medicinal Chemistry published new progress about Anxiolytics. 55687-19-9 belongs to class chlorides-buliding-blocks, name is 5-Chloroquinoxalin-2-ol, and the molecular formula is C8H5ClN2O, Safety of 5-Chloroquinoxalin-2-ol.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Huang, Lin published the artcileRapid alkenylation of quinoxalin-2(1H)-ones enabled by the sequential Mannich-type reaction and solar photocatalysis, HPLC of Formula: 55687-19-9, the main research area is dihydroquinoxalinone derivative green preparation diastereoselective; quinoxalinone ketone alkenylation Mannich solar photocatalysis.

A rapid alkenylation of quinoxalin-2(1H)-ones with ketones enabled by a combination of Mannich-type reaction and solar photocatalysis to afford 3,4-dihydroquinoxalin-2(1H)-one derivatives I [R1 = 5-Me, 5-F, 7-tBu, etc.; R2 = Me, Et, Bn, etc.; R3 = Me, Et, 2-furyl, etc.] in moderate-to-good yields was demonstrated. Control experiments illustrated that the in situ generated 1O2 played a central role in this reaction. This green and efficient strategy provided a practical solution for the synthesis of potentially bioactive compounds I that containing a 3,4-dihydroquinoxalin-2(1H)-one structure.

Chinese Chemical Letters published new progress about Alkenylation. 55687-19-9 belongs to class chlorides-buliding-blocks, name is 5-Chloroquinoxalin-2-ol, and the molecular formula is C8H5ClN2O, HPLC of Formula: 55687-19-9.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Hazeldine, Stuart T. published the artcileDesign, Synthesis, and Biological Evaluation of Analogues of the Antitumor Agent, 2-{4-[(7-Chloro-2-quinoxalinyl)oxy]phenoxy}propionic Acid (XK469), Safety of 5-Chloroquinoxalin-2-ol, the main research area is chloroquinoxalinyloxyphenoxypropionic acid structure antitumor; quinoxalinyloxyphenoxypropionic acid antitumor preparation.

2-{4-[(7-Chloro-2-quinoxalinyl)oxy]phenoxy}propionic acid (XK469) I is among the most highly and broadly active antitumor agents to have been evaluated and scheduled to enter clin. trials in 2001. The mechanism or mechanisms of action of I remain to be elaborated. Accordingly, an effort was initiated to establish a pharmacophore hypothesis to delineate the requirements of the active site, via a comprehensive program of synthesis of analogs of I and evaluation of the effects of structural modification(s) on solid tumor activity. The strategy formulated chose to dissect the two-dimensional parent structure into three regions: I, ring A of quinoxaline; II, the hydroquinone connector linkage; and III, the lactic acid moiety-to determine the resultant in vitro and in vivo effects of chem. alterations in each region. Neither the A-ring unsubstituted nor the B-ring 3-chloro-regioisomer of I showed antitumor activity. The modulating antitumor effect(s) of substituents of differing electronegativities, located at the several sites comprising the A-ring of region I, were next ascertained. Thus, a halogen substituent, located at the 7-position of a 2-{4-[(2-quinoxalinyl)oxy]phenoxy}propionic acid, generated the most highly and broadly active antitumor agents. A Me, methoxy, or an azido substituent at this site generated a much less active structure, whereas 5-, 6-, 8-chloro-, 6-, 7-nitro, and 7-amino derivatives all proved to be essentially inactive. When the connector linkage (region II) of I was changed from that of a hydroquinone to either a resorcinol or a catechol derivative, all antitumor activity was lost. Of the carboxylic acid derivatives of I (region III), i.e., CONH2, CONHMe, CONMe2, CONHOH, CONHNH2, CN, or CN4H (tetrazole), only the monomethyl- and N,N-dimethylamides proved to be active.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 55687-19-9 belongs to class chlorides-buliding-blocks, name is 5-Chloroquinoxalin-2-ol, and the molecular formula is C8H5ClN2O, Safety of 5-Chloroquinoxalin-2-ol.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Tian, Miao published the artcileCovalent Organic Frameworks: A Sustainable Photocatalyst toward Visible-Light-Accelerated C3 Arylation and Alkylation of Quinoxalin-2(1H)-ones, HPLC of Formula: 55687-19-9, the main research area is quinoxalinone green arylation alkylation covalent organic framework photocatalyst; alkylation; arylation; covalent organic frameworks; quinoxalin-2(1H)-ones; visible-light-driven.

A practical and scalable protocol for visible-light-accelerated arylation and alkylation of quinoxalin-2(1H)-ones I (R = H; R1 = H, 8-Cl, 6,7-di-Me, 5-Cl, etc.; R2 = H, Me, Bn) with hydrazines RNHNH2 or RNHNH2•X (X = HCl, HOOCCOOH) is reported. In this protocol, a hydrazone-based two-dimensional covalent organic framework (2D-COF-1) was employed as the heterogeneous photocatalyst (PC). Due to its excellent photocatalytic properties, good chem. stability and heterogeneous nature, the present method exhibits high efficiency, good functional group tolerance, easy scalability and remarkable catalyst reusability. More importantly, it provides an alternative way that allows rapid access to various C3 arylated or alkylated quinoxalin-2(1H)-ones I (R = Ph, Et, cyclopentyl, etc.) in a greener and sustainable manner.

Chemistry – A European Journal published new progress about Alkylation, regioselective. 55687-19-9 belongs to class chlorides-buliding-blocks, name is 5-Chloroquinoxalin-2-ol, and the molecular formula is C8H5ClN2O, HPLC of Formula: 55687-19-9.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Huang, Lin; Xu, Jun; He, Lei; Liang, Chenfeng; Ouyang, Yani; Yu, Yongping; Li, Wanmei; Zhang, Pengfei published the artcile< Rapid alkenylation of quinoxalin-2(1H)-ones enabled by the sequential Mannich-type reaction and solar photocatalysis>, Related Products of 55687-19-9, the main research area is dihydroquinoxalinone derivative green preparation diastereoselective; quinoxalinone ketone alkenylation Mannich solar photocatalysis.

A rapid alkenylation of quinoxalin-2(1H)-ones with ketones enabled by a combination of Mannich-type reaction and solar photocatalysis to afford 3,4-dihydroquinoxalin-2(1H)-one derivatives I [R1 = 5-Me, 5-F, 7-tBu, etc.; R2 = Me, Et, Bn, etc.; R3 = Me, Et, 2-furyl, etc.] in moderate-to-good yields was demonstrated. Control experiments illustrated that the in situ generated 1O2 played a central role in this reaction. This green and efficient strategy provided a practical solution for the synthesis of potentially bioactive compounds I that containing a 3,4-dihydroquinoxalin-2(1H)-one structure.

Chinese Chemical Letters published new progress about Alkenylation. 55687-19-9 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H5ClN2O, Related Products of 55687-19-9.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Lumma, William C. Jr.; Hartman, Richard D.; Saari, Walfred S.; Engelhardt, Edward L.; Lotti, Victor J.; Stone, Clement A. published the artcile< Piperazinylquinoxalines with central serotoninmimetic activity>, Recommanded Product: 5-Chloroquinoxalin-2-ol, the main research area is serotoninmimetic piperazinylquinoxaline; serotoninin reuptake blocking quinoxaline; piperazinylquinoxaline; quinoxaline piperazinyl.

The piperazinylquinoxalines I (R = H, Ac, Me; R1 = H, OH (and the related ketone), CO2H; R2, R3 = H, Cl, NH2, CF3, SPh, OMe, F, etc.; m, n = 0, 1) were prepared by various methods. I were tested for selectivity in regards to serotonin reuptake blocking and serotoninmimetic activity. In general, introduction of a 6-substituent into I enhanced serotonin reuptake blocking activity and diminished serotoninmimetic activity. Unsubstituted I and I (R1 = OH) had primary serotoninmimetic activity.

Journal of Medicinal Chemistry published new progress about 55687-19-9. 55687-19-9 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H5ClN2O, Recommanded Product: 5-Chloroquinoxalin-2-ol.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Jacobsen, E. Jon; TenBrink, Ruth E.; Stelzer, Lindsay S.; Belonga, Kenneth L.; Carter, Donald B.; Im, Haesook K.; Im, Wha Bin; Sethy, Vimala H.; Tang, Andy H. published the artcile< High-Affinity Partial Agonist Imidazo[1,5-a]quinoxaline Amides, Carbamates, and Ureas at the γ-Aminobutyric Acid A/Benzodiazepine Receptor Complex>, Category: chlorides-buliding-blocks, the main research area is imidazoquinoxaline carbamate carboxamide preparation benzodiazepine receptor; anxiolytic imidazoquinoxaline carbamate carboxamide preparation; cyclopropyl oxadiazolyl imidazoquinoxalinecarboxamide preparation; urea imidazoquinoxaline preparation benzodiazepine receptor.

A series of imidazo[1,5-a]quinoxaline amides, carbamates, and ureas which have high affinity for the γ-aminobutyric acid A/benzodiazepine receptor complex was developed. Compounds within this class have varying efficacies ranging from antagonists to full agonists. However, most analogs were found to be partial agonists as indicated by [35S]TBPS and Cl- current ratios. Many of these compounds were also effective in antagonizing metrazole-induced seizures in accordance with anticonvulsant and possible anxiolytic activity. Selected quinoxalines displayed limited benzodiazepine-type side effects such as ethanol potentiation and phys. dependence in animal models. An interesting analog was 3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-N,N-dimethylimidazo[1,5-a]quinoxaline-5(4H)-carboxamide which has a partial agonist profile in vitro while possessing useful activity in animal models of anxiety such as the Vogel and Geller assays. In accordance with its partial agonist profile, 3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-N,N-dimethylimidazo[1,5-a]quinoxaline-5(4H)-carboxamide was devoid of typical benzodiazepine side effects.

Journal of Medicinal Chemistry published new progress about Anxiolytics. 55687-19-9 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H5ClN2O, Category: chlorides-buliding-blocks.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Hazeldine, Stuart T.; Polin, Lisa; Kushner, Juiwanna; Paluch, Jennifer; White, Kathryn; Edelstein, Matthew; Palomino, Eduardo; Corbett, Thomas H.; Horwitz, Jerome P. published the artcile< Design, Synthesis, and Biological Evaluation of Analogues of the Antitumor Agent, 2-{4-[(7-Chloro-2-quinoxalinyl)oxy]phenoxy}propionic Acid (XK469)>, Recommanded Product: 5-Chloroquinoxalin-2-ol, the main research area is chloroquinoxalinyloxyphenoxypropionic acid structure antitumor; quinoxalinyloxyphenoxypropionic acid antitumor preparation.

2-{4-[(7-Chloro-2-quinoxalinyl)oxy]phenoxy}propionic acid (XK469) I is among the most highly and broadly active antitumor agents to have been evaluated and scheduled to enter clin. trials in 2001. The mechanism or mechanisms of action of I remain to be elaborated. Accordingly, an effort was initiated to establish a pharmacophore hypothesis to delineate the requirements of the active site, via a comprehensive program of synthesis of analogs of I and evaluation of the effects of structural modification(s) on solid tumor activity. The strategy formulated chose to dissect the two-dimensional parent structure into three regions: I, ring A of quinoxaline; II, the hydroquinone connector linkage; and III, the lactic acid moiety-to determine the resultant in vitro and in vivo effects of chem. alterations in each region. Neither the A-ring unsubstituted nor the B-ring 3-chloro-regioisomer of I showed antitumor activity. The modulating antitumor effect(s) of substituents of differing electronegativities, located at the several sites comprising the A-ring of region I, were next ascertained. Thus, a halogen substituent, located at the 7-position of a 2-{4-[(2-quinoxalinyl)oxy]phenoxy}propionic acid, generated the most highly and broadly active antitumor agents. A Me, methoxy, or an azido substituent at this site generated a much less active structure, whereas 5-, 6-, 8-chloro-, 6-, 7-nitro, and 7-amino derivatives all proved to be essentially inactive. When the connector linkage (region II) of I was changed from that of a hydroquinone to either a resorcinol or a catechol derivative, all antitumor activity was lost. Of the carboxylic acid derivatives of I (region III), i.e., CONH2, CONHMe, CONMe2, CONHOH, CONHNH2, CN, or CN4H (tetrazole), only the monomethyl- and N,N-dimethylamides proved to be active.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 55687-19-9 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H5ClN2O, Recommanded Product: 5-Chloroquinoxalin-2-ol.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics