where a) R - n-Cl-C6H4., b) R - n-F-C6H4., c) R - 3,5-di--CH3O-C6H4., d) R - 3,4,5-tri-CH3O-C6H4 at X - Cl, e) R - 3-indolyl at X - oxalate, f) R - cinnamoyl, X - toluene sulfonate, g) R - 2,3-di-CH3O-C6H3-CH= CH-, X - Cl, and semiproduct for synthesis of compound d) - 3-(3,4,5-trimethoxyhydroxybenzoylhydroxyimino) -8-methyl-8-aza-bicyclo[3,2,1] octane. Compound d) is synthesized by boiling tropinone oxime with trimethoxybenzoic acid chloroanhydride in toluene medium in the presence of triethylamine. Active substances were synthesized by boiling tropinone oxime with corresponding acid chloroanhydride in toluene medium (without triethylamine). Yield, %, m. p. C, empirical formula: a) 65.6, 174-176, C15H17N2O2Cl HCl; b) 68.9, 203-205, C15H17N2O2F HCl; c) 79, 163-165, C17H22N2O2 HCl; d) 74.6, 159-160, C18H24N2O5HCl2O;; e) 46.9, 125-128, C17H19N3O2C2H2O4;; f) 50.6, 143-144, C17H20N2O2CH3-C6H4-S(O)2OHH2O; g) 51, 159-160, C19H24N2O4HCl/0,5H2O;. Semiproduct for d) compound: 58.3, 109-110, C18H24N2O5.. New active substances decrease basilar artery tension in rabbit caused by serotonine and compound d) exhibits the highest antiserotonine activity and the lowest toxicity ("ЛД50" = 920 mg/kg) and significant spasm release of brain vessels also. EFFECT: improved synthesis, enhanced activity. 4 cl, 7 tbl"/>
3-ACYLHYDROXYIMINO-8-METHYL-8-AZABICYCLO3,2,1OCTANE SALTS SHOWING ANTISEROTONINE AND ANTIMIGRAINE ACTIVITY AND 3-(3,4,5-TRIMETHOXYBENZOYLHYDROXYIMINO)-8-METHYL-8-AZABICYCLO- 3,2,1OCTANE AS AN INTERMEDIATE PRODUCT FOR SYNTHESIS OF 3-(3,4,5-TRIMETHOXYBENZOYLHYDROXYIMINO)-8-METHYL-8-AZABICYCLO- 3,2,1OCTANE HYDROCHLORIDE
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3-ACYLHYDROXYIMINO-8-METHYL-8-AZABICYCLO3,2,1OCTANE SALTS SHOWING ANTISEROTONINE AND ANTIMIGRAINE ACTIVITY AND 3-(3,4,5-TRIMETHOXYBENZOYLHYDROXYIMINO)-8-METHYL-8-AZABICYCLO- 3,2,1OCTANE AS AN INTERMEDIATE PRODUCT FOR SYNTHESIS OF 3-(3,4,5-TRIMETHOXYBENZOYLHYDROXYIMINO)-8-METHYL-8-AZABICYCLO- 3,2,1OCTANE HYDROCHLORIDE
3-ACYLHYDROXYIMINO-8-METHYL-8-AZABICYCLO3,2,1OCTANE SALTS SHOWING ANTISEROTONINE AND ANTIMIGRAINE ACTIVITY AND 3-(3,4,5-TRIMETHOXYBENZOYLHYDROXYIMINO)-8-METHYL-8-AZABICYCLO- 3,2,1OCTANE AS AN INTERMEDIATE PRODUCT FOR SYNTHESIS OF 3-(3,4,5-TRIMETHOXYBENZOYLHYDROXYIMINO)-8-METHYL-8-AZABICYCLO- 3,2,1OCTANE HYDROCHLORIDE
FIELD: heterocyclic compounds, organic chemistry. SUBSTANCE: product: 3-acylhydroxyimino-8-methyl-8-azabicyclo[3,2,1] octane salts of the general formula where a) R - n-Cl-C6H4., b) R - n-F-C6H4., c) R - 3,5-di--CH3O-C6H4., d) R - 3,4,5-tri-CH3O-C6H4 at X - Cl, e) R - 3-indolyl at X - oxalate, f) R - cinnamoyl, X - toluene sulfonate, g) R - 2,3-di-CH3O-C6H3-CH= CH-, X - Cl, and semiproduct for synthesis of compound d) - 3-(3,4,5-trimethoxyhydroxybenzoylhydroxyimino) -8-methyl-8-aza-bicyclo[3,2,1] octane. Compound d) is synthesized by boiling tropinone oxime with trimethoxybenzoic acid chloroanhydride in toluene medium in the presence of triethylamine. Active substances were synthesized by boiling tropinone oxime with corresponding acid chloroanhydride in toluene medium (without triethylamine). Yield, %, m. p. C, empirical formula: a) 65.6, 174-176, C15H17N2O2Cl HCl; b) 68.9, 203-205, C15H17N2O2F HCl; c) 79, 163-165, C17H22N2O2 HCl; d) 74.6, 159-160, C18H24N2O5HCl2O;; e) 46.9, 125-128, C17H19N3O2C2H2O4;; f) 50.6, 143-144, C17H20N2O2CH3-C6H4-S(O)2OHH2O; g) 51, 159-160, C19H24N2O4HCl/0,5H2O;. Semiproduct for d) compound: 58.3, 109-110, C18H24N2O5.. New active substances decrease basilar artery tension in rabbit caused by serotonine and compound d) exhibits the highest antiserotonine activity and the lowest toxicity ("ЛД50" = 920 mg/kg) and significant spasm release of brain vessels also. EFFECT: improved synthesis, enhanced activity. 4 cl, 7 tbl
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机译：领域：杂环化合物，有机化学。物质：产品：通式的3-酰基羟基亚氨基-8-甲基-8-氮杂双环[3,2,1]辛烷盐其中a）R-n-Cl-C 6 H 4 。，b）R-nFC 6 H 4 。，c）R-3,5-di--CH 3 OC 6 H < Sub> 4 。，d）R-3,4,5-tri-CH 3 OC 6 H 4 -Cl，e）R-X-草酸酯的3-吲哚基，f）R-肉桂酰基，X-甲苯磺酸酯，g）R-2,3-二CH 3 OC 6 H 3 -CH = CH-，X-Cl和用于合成化合物d）-3（3,4,5-三甲氧基羟基苯甲酰基羟基亚氨基）-8-甲基-8-的半成品氮杂双环[3,2,1]辛烷。化合物d）是通过在三乙胺的存在下，在甲苯介质中将三羟甲基苯甲酸氯酐中的肌钙蛋白肟沸腾而合成的。通过在甲苯介质（无三乙胺）中将肌钙蛋白肟与相应的酸氯代酐煮沸来合成活性物质。产率，％，m。 p。 C，经验公式：a）65.6，174-176，C 15 H 17 N 2 O 2 Cl盐酸; b）68.9，203-205，C 15 H 17 N 2 O 2 F HCl; c）79、163-165，C 17 H 22 N 2 O 2 HCl; d）74.6、159-160，C 18 H 24 N 2 O 5 HCl 2 < / Sub> O ;; e）46.9、125-128，C 17 H 19 N 3 O 2 C 2 < / Sub> H 2 O 4 ;; f）50.6、143-144，C 17 H 20 N 2 O 2 CH 3 < / Sub> -C 6 H 4 -S（O） 2 OHH 2 O; g）51，159-160，C 19 H 24 N 2 O 4 HCl / 0,5H < Sub> 2 O;。 d）化合物的半成品：58.3、109-110，C 18 H 24 N 2 O 5 。新的活性物质降低了由5-羟色胺和化合物d引起的兔基底动脉张力。d。呈现出最高的抗5-羟色胺活性和最低的毒性（“ЛД 50 ” = 920 mg / kg），并且脑血管明显释放痉挛也。效果：改善了合成，增强了活性。 4厘升，7汤匙
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