TH3365A - Process for the preparation of derivatives of 5H-2,3-benzodiazepines And pharmaceutical mixtures containing these substances - Google Patents
Process for the preparation of derivatives of 5H-2,3-benzodiazepines And pharmaceutical mixtures containing these substancesInfo
- Publication number
- TH3365A TH3365A TH8501000393A TH8501000393A TH3365A TH 3365 A TH3365 A TH 3365A TH 8501000393 A TH8501000393 A TH 8501000393A TH 8501000393 A TH8501000393 A TH 8501000393A TH 3365 A TH3365 A TH 3365A
- Authority
- TH
- Thailand
- Prior art keywords
- general formula
- alkyl
- benzodiazepines
- compound
- hydrogen
- Prior art date
Links
- 239000000126 substance Substances 0.000 title claims abstract 5
- YVOHCRLDUPTKOH-UHFFFAOYSA-N 5h-2,3-benzodiazepine Chemical class C1C=NN=CC2=CC=CC=C12 YVOHCRLDUPTKOH-UHFFFAOYSA-N 0.000 title claims abstract 3
- 238000000034 method Methods 0.000 title claims 9
- 239000000203 mixture Substances 0.000 title claims 4
- 238000002360 preparation method Methods 0.000 title claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract 7
- 150000001875 compounds Chemical class 0.000 claims abstract 7
- 150000003839 salts Chemical class 0.000 claims abstract 5
- 239000001257 hydrogen Substances 0.000 claims abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 4
- 239000002253 acid Substances 0.000 claims abstract 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 2
- 150000007513 acids Chemical class 0.000 claims abstract 2
- 210000003169 central nervous system Anatomy 0.000 claims abstract 2
- 239000000460 chlorine Substances 0.000 claims abstract 2
- 229910052801 chlorine Inorganic materials 0.000 claims abstract 2
- 239000003814 drug Substances 0.000 claims abstract 2
- 150000002431 hydrogen Chemical class 0.000 claims abstract 2
- 238000004519 manufacturing process Methods 0.000 claims abstract 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 claims 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims 2
- 230000002829 reductive effect Effects 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- 239000003826 tablet Substances 0.000 claims 2
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 claims 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 1
- -1 Dimethyl formate Chemical compound 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 1
- 150000008043 acidic salts Chemical class 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 239000002775 capsule Substances 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000000839 emulsion Substances 0.000 claims 1
- 239000000945 filler Substances 0.000 claims 1
- 239000000796 flavoring agent Substances 0.000 claims 1
- 235000013355 food flavoring agent Nutrition 0.000 claims 1
- 239000012458 free base Substances 0.000 claims 1
- 238000005984 hydrogenation reaction Methods 0.000 claims 1
- 238000002347 injection Methods 0.000 claims 1
- 239000007924 injection Substances 0.000 claims 1
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 230000020477 pH reduction Effects 0.000 claims 1
- 229910052763 palladium Inorganic materials 0.000 claims 1
- 229910052697 platinum Inorganic materials 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
- 239000000829 suppository Substances 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- 230000002195 synergetic effect Effects 0.000 claims 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 1
- 239000008096 xylene Substances 0.000 claims 1
- 208000019901 Anxiety disease Diseases 0.000 abstract 1
- 206010041349 Somnolence Diseases 0.000 abstract 1
- 239000013543 active substance Substances 0.000 abstract 1
- 230000016571 aggressive behavior Effects 0.000 abstract 1
- 230000036506 anxiety Effects 0.000 abstract 1
- 230000009286 beneficial effect Effects 0.000 abstract 1
- 229940049706 benzodiazepine Drugs 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
Abstract
การประดิษฐ์นี้เกี่ยวกับกรรมวิธีสำหรับเตรียม 5H-2,3-เบนโซไดแอเซพีนของสูตรทั่วไป (I) และเกลือซึ่งเกิดจากสารเหล่านี้รวมตัวกับกรดซึ่งเป็นที่ยอมรับทางเภสัช ศาสตร์ (สูตรเคมี) ซึ่ง R และ R1 แต่ละตัวแทนไฮโดรเจน, คลอรีน, C1-4 แอลคิลหรือC1-4 แอลคอกซิ R2 แทน ไฮโดรเจน หรือ C1-4 แอลคิล R3 และ R4 แต่ละตัวแทน C1-4 แอลคิลเมื่อรวมกันแทนเมธิลีน อนุพันธ์ใหม่ของ 1-แอริล-5H-2,3-เบนโซไดแอเซพีนของการประดิษฐ์นี้มีผลที่มีประโยชน์ต่ประสาทส่วนกลางโดยเฉพาะต่อต้านการก้าวร้าว, ความวิตกกังวล, ทำให้ง่วงซึมและทำให้หลับสารผสมทางเภสัชศาสตร์ของการประดิษฐ์นี้ มีสารประกอบของสูตร (I) หรือเกลือที่เกิดจากสารเหล่านี้รวมตัวกับกรดซึ่งเป็นที่ยอมรับทางเภสัชศาสตร์ อย่างน้อยหนึ่งชนิดเป็นสารแสดงฤทธิ์สามารถใช้เป็นยารักษาที่มีประโยชน์ สิทธิบัตรยา This invention is about a process for preparing 5H-2,3-benzodiazepines of the general formula (I) and salts formed by them combine with a pharmacologically acceptable acid (chemical formula), where R and R1 each represent hydrogen, chlorine. , C1-4 alkyl or C1-4 alkyl R2 instead of hydrogen or C1-4 alkyl R3 and R4 each representing C1-4 alkyl when combined instead of methylene. New derivatives of 1- Aryl-5H-2,3-Benzodiazepines of this invention have beneficial effects on the central nervous system, especially against aggression, anxiety, drowsiness and sleep. Pharmacy of this invention There are formulas (I) compounds or salts formed from them combine with acids, which are pharmacologically acceptable. At least one of them is an active agent, can be used as a useful treatment drug.
Claims (7)
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TH3365A true TH3365A (en) | 1986-07-01 |
| TH3293B TH3293B (en) | 1993-06-18 |
Family
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