STUDIES ON ANNULATED 1,4-BENZOTHIAZINES AND 1,5-BENZOTHIAZEPINES .9. IMIDAZO[2,1-D][1,5]BENZOTHIAZEPINES - SYNTHESIS AND IN-VITRO BENZODIAZEPINE RECEPTOR AFFINITY

被引：20

作者：

AMBROGI, V ^{[1
]}

GRANDOLINI, G ^{[1
]}

PERIOLI, L ^{[1
]}

GIUSTI, L ^{[1
]}

LUCACCHINI, A ^{[1
]}

MARTINI, C ^{[1
]}

机构：

[1] UNIV PISA,IST POLICATTEDRA DISCIPLINE BIOL,I-56100 PISA,ITALY

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 1995年 / 30卷 / 05期

关键词：

IMIDAZO[2,1-D][1,5]BENZOTHIAZEPINE; BENZODIAZEPINE RECEPTOR AFFINITY; STRUCTURE-ACTIVITY RELATIONSHIP;

D O I：

10.1016/0223-5234(96)88253-5

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The synthesis of three series of 1- and 2-substituted imidazo[2,1-d][1,5]benzothiazepines is accomplished starting from 1,5-benzothiazepin-4-ones. All the synthesized compounds were evaluated for their affinity for the benzodiazepine receptor, testing their ability to displace [H-3]Flunitrazepam from bovine brain membrane protein. A few of the tested compounds showed good affinity, in particular compound 9a (K-i = 43.00 nM). The GABA-ratio of the active compounds suggests an antagonist or partial agonist activity. The data obtained allow us to draw some comments on the structure-activity relationships.

引用

页码：429 / 437

页数：9

共 50 条

[1] SYNTHESIS OF SUBSTITUTED 1,4-BENZOTHIAZINES AND 1,5-BENZOTHIAZEPINES - A STRUCTURAL REVISION
GRANDOLINI, G
AMBROGI, V
ROSSI, C
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1990, 25 (01) : 87 - 87
[2] STUDIES ON ANNELATED 1,4-BENZOTHIAZINES AND 1,5-BENZOTHIAZEPINES .7. SYNTHESIS AND INHIBITION OF BENZODIAZEPINE RECEPTOR-BINDING OF SOME 4,5-DIHYDRO-TETRAZOLO[5,1-D]-1,5-BENZOTHIAZEPINES AND 5-PHENYL-S-TRIAZOLO[3,4-D]-1,5-BENZOTHIAZEPINES
AMBROGI, V
GRANDOLINI, G
PERIOLI, L
GIUSTI, L
LUCACCHINI, A
MARTINI, C
FARMACO, 1993, 48 (05): : 665 - 676
[3] A SIMPLE RING-EXPANSION OF 1,4-BENZOTHIAZINES TO GIVE 1,5-BENZOTHIAZEPINES
MAKI, Y
SAKO, M
MITSUMORI, N
MAEDA, S
TAKAYA, M
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (08) : 450 - 451
[4] STUDIES ON ANNELATED 1,4-BENZOTHIAZINES AND 1,5-BENZOTHIAZEPINES .6. SYNTHESIS AND PRELIMINARY PHARMACOLOGICAL EVALUATION OF 1-ALKYLAMINOMETHYL-4,5-DIHYDRO-S-TRIAZOLO[3,4-D]-1,5-BENZOTHIAZEPINES
AMBROGI, V
GRANDOLINI, G
PERIOLI, L
GIAMPIETRI, A
FARMACO, 1993, 48 (05): : 653 - 664
[5] Studies on annelated 1,4-benzothiazines and 1,5-benzothiazepines .10. Synthesis and inhibition of benzodiazepine receptor binding of new 1,4-thiazine and 1,5-thiazepine polycondensed heterocycles with steroidal structure
Grandolini, G
Ambrogi, V
Perioli, L
Giannaccini, G
Lucacchini, A
Martini, C
FARMACO, 1996, 51 (03): : 203 - 207
[6] Investigation of the Reaction of Chloroacetyl Chloride with 1,5-Benzothiazepines: Selective Synthesis of Azeto[2,1-d][1,5]benzothiazepines by Green Chemical Methods and Their Biological Activity
Dandia, Anshu
Singh, Ruby
Sharma, Rekha
Singh, Dharmendra
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2008, 183 (12) : 3116 - 3126
[7] Study of the reaction of chalcone analogs of dehydroacetic acid and o-aminothiophenol:: synthesis and structure of 1,5-benzothiazepines and 1,4-benzothiazines
Prakash, O
Kumar, A
Sadana, A
Prakash, R
Singh, SP
Claramunt, RM
Sanz, D
Alkorta, I
Elguero, J
TETRAHEDRON, 2005, 61 (27) : 6642 - 6651
[8] SYNTHESES OF 1,5-BENZOTHIAZEPINES .9. SYNTHESES OF 8-SUBSTITUTED-4-(P-METHOXYANILINO)-2-METHYL-1,5-BENZOTHIAZEPINES
PANT, UC
CHUGH, M
SHARMA, CK
PANT, S
JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1994, 71 (10) : 637 - 639
[9] SYNTHESES OF 1,5-BENZOTHIAZEPINES .4. SYNTHESIS OF 2,4-DIARYL-2,3-DIHYDRO-1,5-BENZOTHIAZEPINES
PANT, UC
GAUR, BS
CHUGH, M
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1988, 27 (08): : 752 - 753
[10] SYNTHESES OF 1,5-BENZOTHIAZEPINES .2. SYNTHESIS OF 4-ARYL-2-CARBOXY-2,3-DIHYDRO-1,5-BENZOTHIAZEPINES
PANT, UC
GAUR, BS
CHUGH, M
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1987, 26 (10): : 947 - 950

← 1 2 3 4 5 →