DE3425007C2 - - Google Patents
Info
- Publication number
- DE3425007C2 DE3425007C2 DE3425007A DE3425007A DE3425007C2 DE 3425007 C2 DE3425007 C2 DE 3425007C2 DE 3425007 A DE3425007 A DE 3425007A DE 3425007 A DE3425007 A DE 3425007A DE 3425007 C2 DE3425007 C2 DE 3425007C2
- Authority
- DE
- Germany
- Prior art keywords
- theophylline
- ambroxol
- acetate
- acetic acid
- solvent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 18
- HCYFGRCYSCXKNQ-UHFFFAOYSA-N 2-(1,3-dimethyl-2,6-dioxo-7-purinyl)acetic acid Chemical compound O=C1N(C)C(=O)N(C)C2=C1N(CC(O)=O)C=N2 HCYFGRCYSCXKNQ-UHFFFAOYSA-N 0.000 claims description 12
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 12
- JBDGDEWWOUBZPM-UHFFFAOYSA-N 4-[(2-amino-3,5-dibromophenyl)methylamino]-1-cyclohexanol Chemical compound NC1=C(Br)C=C(Br)C=C1CNC1CCC(O)CC1 JBDGDEWWOUBZPM-UHFFFAOYSA-N 0.000 claims description 11
- IPUHJDQWESJTGD-PFWPSKEQSA-N Cn1c2ncn(CC(O)=O)c2c(=O)n(C)c1=O.Nc1c(Br)cc(Br)cc1CN[C@H]1CC[C@H](O)CC1 Chemical compound Cn1c2ncn(CC(O)=O)c2c(=O)n(C)c1=O.Nc1c(Br)cc(Br)cc1CN[C@H]1CC[C@H](O)CC1 IPUHJDQWESJTGD-PFWPSKEQSA-N 0.000 claims description 11
- 229940113035 ambroxol-theophylline-7-acetate Drugs 0.000 claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 5
- 239000004480 active ingredient Substances 0.000 claims description 4
- 239000000010 aprotic solvent Substances 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 239000008194 pharmaceutical composition Substances 0.000 claims description 3
- 238000001556 precipitation Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- 230000000694 effects Effects 0.000 description 5
- NTYJJOPFIAHURM-UHFFFAOYSA-N Histamine Chemical compound NCCC1=CN=CN1 NTYJJOPFIAHURM-UHFFFAOYSA-N 0.000 description 4
- 239000000443 aerosol Substances 0.000 description 4
- 230000003182 bronchodilatating effect Effects 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 230000002195 synergetic effect Effects 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- 208000009079 Bronchial Spasm Diseases 0.000 description 2
- 208000014181 Bronchial disease Diseases 0.000 description 2
- 206010006482 Bronchospasm Diseases 0.000 description 2
- 241000700199 Cavia porcellus Species 0.000 description 2
- 230000001154 acute effect Effects 0.000 description 2
- JBDGDEWWOUBZPM-XYPYZODXSA-N ambroxol Chemical compound NC1=C(Br)C=C(Br)C=C1CN[C@@H]1CC[C@@H](O)CC1 JBDGDEWWOUBZPM-XYPYZODXSA-N 0.000 description 2
- 229960005174 ambroxol Drugs 0.000 description 2
- 206010006451 bronchitis Diseases 0.000 description 2
- 229940124630 bronchodilator Drugs 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 229960001340 histamine Drugs 0.000 description 2
- 238000007912 intraperitoneal administration Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 208000024891 symptom Diseases 0.000 description 2
- HCYFGRCYSCXKNQ-UHFFFAOYSA-M 2-(1,3-dimethyl-2,6-dioxopurin-7-yl)acetate Chemical compound O=C1N(C)C(=O)N(C)C2=C1N(CC([O-])=O)C=N2 HCYFGRCYSCXKNQ-UHFFFAOYSA-M 0.000 description 1
- 208000030090 Acute Disease Diseases 0.000 description 1
- 206010006458 Bronchitis chronic Diseases 0.000 description 1
- 241000700198 Cavia Species 0.000 description 1
- 208000017667 Chronic Disease Diseases 0.000 description 1
- 206010013975 Dyspnoeas Diseases 0.000 description 1
- 206010014561 Emphysema Diseases 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 208000006673 asthma Diseases 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 208000007451 chronic bronchitis Diseases 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000008298 dragée Substances 0.000 description 1
- 239000006196 drop Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- PPZMYIBUHIPZOS-UHFFFAOYSA-N histamine dihydrochloride Chemical compound Cl.Cl.NCCC1=CN=CN1 PPZMYIBUHIPZOS-UHFFFAOYSA-N 0.000 description 1
- 229960000645 histamine hydrochloride Drugs 0.000 description 1
- 208000030603 inherited susceptibility to asthma Diseases 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 210000002345 respiratory system Anatomy 0.000 description 1
- JBJWASZNUJCEKT-UHFFFAOYSA-M sodium;hydroxide;hydrate Chemical compound O.[OH-].[Na+] JBJWASZNUJCEKT-UHFFFAOYSA-M 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/04—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms
- C07D473/06—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms with radicals containing only hydrogen and carbon atoms, attached in position 1 or 3
- C07D473/08—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms with radicals containing only hydrogen and carbon atoms, attached in position 1 or 3 with methyl radicals in positions 1 and 3, e.g. theophylline
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT21953/83A IT1165457B (it) | 1983-07-06 | 1983-07-06 | Teofillin-7-acetato di ambroxolo |
Publications (2)
Publication Number | Publication Date |
---|---|
DE3425007A1 DE3425007A1 (de) | 1985-01-17 |
DE3425007C2 true DE3425007C2 (en, 2012) | 1990-11-15 |
Family
ID=11189330
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19843425007 Granted DE3425007A1 (de) | 1983-07-06 | 1984-07-06 | Ambroxol-theophyllin-7-acetat |
Country Status (3)
Country | Link |
---|---|
DE (1) | DE3425007A1 (en, 2012) |
ES (1) | ES8506710A1 (en, 2012) |
IT (1) | IT1165457B (en, 2012) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3530761A1 (de) * | 1985-08-28 | 1987-03-05 | Klinge Co Chem Pharm Fab | Arzneimittelkombination mit synergistischer wirkung |
DE3610997A1 (de) * | 1986-04-02 | 1987-10-15 | Krewel Werke Gmbh | Ambroxol-nasenspray |
IT1216837B (it) * | 1987-01-07 | 1990-03-14 | Erregierre Ind Chim | Sali della n-(trans-p-idrossi-cicloesil)-(2ammino-3,5-dibromo) benzilammina dotati di attivita' mucolitica. |
-
1983
- 1983-07-06 IT IT21953/83A patent/IT1165457B/it active Protection Beyond IP Right Term
-
1984
- 1984-07-05 ES ES534035A patent/ES8506710A1/es not_active Expired
- 1984-07-06 DE DE19843425007 patent/DE3425007A1/de active Granted
Also Published As
Publication number | Publication date |
---|---|
DE3425007A1 (de) | 1985-01-17 |
IT8321953A0 (it) | 1983-07-06 |
ES534035A0 (es) | 1985-08-01 |
ES8506710A1 (es) | 1985-08-01 |
IT1165457B (it) | 1987-04-22 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
8110 | Request for examination paragraph 44 | ||
D2 | Grant after examination | ||
8364 | No opposition during term of opposition | ||
8339 | Ceased/non-payment of the annual fee |