ES2083390T3 - Procedimiento de sintesis total para preparar una clase de producto derivado de estructura indol, del tipo triptamina, en particular la melatonia o la n-acetil-5-metoxitriptamina, con un elevado grado de pureza y facilmente soluble, para uso terapeutico contra los sindromes de la - Google Patents
Procedimiento de sintesis total para preparar una clase de producto derivado de estructura indol, del tipo triptamina, en particular la melatonia o la n-acetil-5-metoxitriptamina, con un elevado grado de pureza y facilmente soluble, para uso terapeutico contra los sindromes de laInfo
- Publication number
- ES2083390T3 ES2083390T3 ES89830055T ES89830055T ES2083390T3 ES 2083390 T3 ES2083390 T3 ES 2083390T3 ES 89830055 T ES89830055 T ES 89830055T ES 89830055 T ES89830055 T ES 89830055T ES 2083390 T3 ES2083390 T3 ES 2083390T3
- Authority
- ES
- Spain
- Prior art keywords
- acetyl
- melatonine
- methoxytriptamine
- order
- total synthesis
- 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 - Lifetime
Links
- 238000000034 method Methods 0.000 title abstract 5
- 238000006257 total synthesis reaction Methods 0.000 title abstract 3
- APJYDQYYACXCRM-UHFFFAOYSA-N tryptamine Chemical compound C1=CC=C2C(CCN)=CNC2=C1 APJYDQYYACXCRM-UHFFFAOYSA-N 0.000 title abstract 3
- YJPIGAIKUZMOQA-UHFFFAOYSA-N Melatonin Natural products COC1=CC=C2N(C(C)=O)C=C(CCN)C2=C1 YJPIGAIKUZMOQA-UHFFFAOYSA-N 0.000 abstract 5
- DRLFMBDRBRZALE-UHFFFAOYSA-N melatonin Chemical compound COC1=CC=C2NC=C(CCNC(C)=O)C2=C1 DRLFMBDRBRZALE-UHFFFAOYSA-N 0.000 abstract 5
- 229960003987 melatonin Drugs 0.000 abstract 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- VJYUMIOXHJSLEZ-UHFFFAOYSA-N 3-[3-[2-(1,3-dioxoisoindol-2-yl)ethyl]-5-methoxy-1h-indol-2-yl]propanoic acid Chemical compound O=C1C2=CC=CC=C2C(=O)N1CCC1=C(CCC(O)=O)NC2=CC=C(OC)C=C21 VJYUMIOXHJSLEZ-UHFFFAOYSA-N 0.000 abstract 2
- 208000030507 AIDS Diseases 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical compound C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 abstract 2
- 230000001173 tumoral effect Effects 0.000 abstract 2
- ARITXYXYCOZKMU-UHFFFAOYSA-N 2,2-dibromopropane Chemical compound CC(C)(Br)Br ARITXYXYCOZKMU-UHFFFAOYSA-N 0.000 abstract 1
- RGDXUHMBHOZVCX-UHFFFAOYSA-N 3-(3-bromopropyl)benzene-1,2-dicarboxamide Chemical compound NC(=O)C1=CC=CC(CCCBr)=C1C(N)=O RGDXUHMBHOZVCX-UHFFFAOYSA-N 0.000 abstract 1
- LOFQVCFHMGJYIS-UHFFFAOYSA-N 4-(diazomethoxy)aniline Chemical compound NC1=CC=C(OC=[N+]=[N-])C=C1 LOFQVCFHMGJYIS-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- NXSHODVXBOPCHO-UHFFFAOYSA-N benzene-1,2-dicarboxamide;potassium Chemical compound [K].NC(=O)C1=CC=CC=C1C(N)=O NXSHODVXBOPCHO-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 125000001041 indolyl group Chemical group 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- HBOMLICNUCNMMY-XLPZGREQSA-N zidovudine Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](CO)[C@@H](N=[N+]=[N-])C1 HBOMLICNUCNMMY-XLPZGREQSA-N 0.000 abstract 1
- 229960002555 zidovudine Drugs 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
- C07D209/16—Tryptamines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Virology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Tropical Medicine & Parasitology (AREA)
- Molecular Biology (AREA)
- AIDS & HIV (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Immunology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
Abstract
LA PRESENTE INVENCION SE REFIERE A 1) UN METODO PARA LA SINTESIS TOTAL DE UNA CLASE DE PRODUCTO DERIVADO DE ESTRUCTURA INDOL, DE TIPO TRIPTAMINA, EN PARTICULAR DE TIPO MELATONINA O N - ACETIL - 5 - METOXI - TRIPTAMINA; 2) EL USO DE MELATONINA O N - ACETIL - 5 METOXITRIPTAMINA COMO UNA DROGA CON DOSIS DE 2 MG A 20 MG AL DIA DE FORMA ORAL, INTRAMUSCULAR O ENDOVENOSA; 3) EL USO DE MELATONINA O N ACETIL - 5 - METOXITRIPTOMINA, EN COMBINACION CON UN PROCESO DE TRATAMIENTO AZIDOTIMIDINA, A FIN DE MEJORAR LOS EFECTOS CURATIVOS. EL PROCESO DE SINTESIS Y SUS PECULIARIDADES SE DESCRIBEN EN LA INVENCION. LA MELATONINA ASI OBTENIDA TIENE TAL PUREZA QUE PUEDE USARSE, EN DOSIS ADECUADAS, TANTO EN PROFILAXIS COMO EN TERAPIA TUMORAL, ASI COMO CONTRA LOS SINDROMES DE INMUNODEFICIENCIA ADQUIRIDA LLAMADO SIDA.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT19549/88A IT1217344B (it) | 1988-02-25 | 1988-02-25 | Farmaco per la cura delle sindrome di immunodeficienza acquisita |
| IT8821872A IT1230493B (it) | 1988-09-08 | 1988-09-08 | Procedimento di sintesi totale, per l'ottenimento di una categoria di prodotti derivati a struttura indolica del tipo della triptamina in particolare di melatonina o n-aceti 5-metossitriptamina ad elevato grado di purezza e facilmente solubile utilizzabile in specie per impieghi terapeutici e quale farmaco per la cura delle sindromi da |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2083390T3 true ES2083390T3 (es) | 1996-04-16 |
Family
ID=26327207
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES89830055T Expired - Lifetime ES2083390T3 (es) | 1988-02-25 | 1989-02-16 | Procedimiento de sintesis total para preparar una clase de producto derivado de estructura indol, del tipo triptamina, en particular la melatonia o la n-acetil-5-metoxitriptamina, con un elevado grado de pureza y facilmente soluble, para uso terapeutico contra los sindromes de la |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US5122535A (es) |
| EP (1) | EP0330625B1 (es) |
| JP (1) | JP2724493B2 (es) |
| AT (1) | ATE131812T1 (es) |
| DE (1) | DE68925135T2 (es) |
| ES (1) | ES2083390T3 (es) |
| GR (1) | GR3019365T3 (es) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2830010A1 (fr) * | 2001-09-27 | 2003-03-28 | Atofina | Procede de preparation de n-(omega-bromoalkyl)phtalimides |
| FR2830011A1 (fr) * | 2001-09-27 | 2003-03-28 | Atofina | Procede de preparation de n-(omega-bromoalkyl)phtalimides |
| KR100411599B1 (ko) * | 2001-10-23 | 2003-12-18 | 동방에프티엘 주식회사 | 5-치환된 인돌 유도체의 제조방법 |
| US20050020666A1 (en) * | 2003-07-25 | 2005-01-27 | Dabur Research Foundation | Cardioprotective agents |
| WO2012035406A1 (en) * | 2010-09-14 | 2012-03-22 | Council Of Scientific & Industrial Research | Tryptamine derivatives, their preparation and their use in gastropathy |
| CN110818610B (zh) * | 2019-12-06 | 2021-03-23 | 杭州志源生物科技有限公司 | 褪黑素的制备方法 |
| CN115010645B (zh) * | 2022-06-21 | 2023-08-29 | 广西师范大学 | 一种褪黑素的制备方法 |
| WO2024138007A2 (en) * | 2022-12-21 | 2024-06-27 | Caamtech, Inc. | Tryptamine derivatives |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2248155A (en) * | 1938-06-28 | 1941-07-08 | Merck & Co Inc | Process for the production of indole acids |
| US2416258A (en) * | 1944-03-17 | 1947-02-18 | Purdue Research Foundation | 3-(5-ethoxy-3-indolyl)-propyl compounds |
| CH585199A5 (es) * | 1972-09-15 | 1977-02-28 | Siegfried Ag | |
| DE3105850A1 (de) * | 1981-02-18 | 1982-08-19 | Horst, Hans Jörg, Priv.Doz.Dr., 2057 Reinbek | Mittel zum behandeln von tumoren |
-
1989
- 1989-02-16 ES ES89830055T patent/ES2083390T3/es not_active Expired - Lifetime
- 1989-02-16 DE DE68925135T patent/DE68925135T2/de not_active Expired - Fee Related
- 1989-02-16 AT AT89830055T patent/ATE131812T1/de not_active IP Right Cessation
- 1989-02-16 EP EP89830055A patent/EP0330625B1/en not_active Expired - Lifetime
- 1989-02-17 US US07/312,627 patent/US5122535A/en not_active Ceased
- 1989-02-23 JP JP1045068A patent/JP2724493B2/ja not_active Expired - Lifetime
-
1994
- 1994-06-02 US US08/252,905 patent/USRE35631E/en not_active Expired - Lifetime
-
1996
- 1996-03-19 GR GR960400765T patent/GR3019365T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP0330625B1 (en) | 1995-12-20 |
| USRE35631E (en) | 1997-10-14 |
| JP2724493B2 (ja) | 1998-03-09 |
| EP0330625A3 (en) | 1991-09-18 |
| GR3019365T3 (en) | 1996-06-30 |
| EP0330625A2 (en) | 1989-08-30 |
| US5122535A (en) | 1992-06-16 |
| JPH023680A (ja) | 1990-01-09 |
| DE68925135D1 (de) | 1996-02-01 |
| DE68925135T2 (de) | 1996-08-01 |
| ATE131812T1 (de) | 1996-01-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| FI65441C (fi) | Foerfarande foer framstaellning av inklusionskomplex av cyklodextrin och indometacin | |
| ES2018113A6 (es) | Procedimiento de preparacion de derivados de 4h-1-benzopiran-4-ona o sus sales. | |
| CA2178161A1 (en) | Indole derivatives | |
| ATE45580T1 (de) | 9-(2-hydroxyethoxymethyl)guanin-derivate. | |
| NO810684L (no) | Fremgangsmaate ved fremstilling av indanderivater. | |
| MX9301197A (es) | Derivados de indol. | |
| KR950032176A (ko) | 3-인돌릴피페리딘 | |
| GR3019365T3 (en) | Total synthesis method for making an indole structure derivative product class, of the triptamine type, in particular, melatonin or N-acetyl-5-methoxytriptamine type, having a high purity degree and easily soluble, for therapeutic use against acquired immuno-deficiency syndromes | |
| RU94020400A (ru) | Производные индола, способ их получения, фармацевтическая композиция, способ лечения головной боли | |
| JPH0276870A (ja) | 新規２―置換クマラン誘導体 | |
| RU94038256A (ru) | Производные пиразолопиримидина, способ их получения, фармацевтические композиции на их основе | |
| ES8505379A1 (es) | Un metodo de fabricar 1, 4-dihidropiridina-3-carboxilatos | |
| IT1201934B (it) | Derivati della paromomicina | |
| AR018198A1 (es) | Soluciones estables de mitoxantrona, procedimiento para prepararlas, utilizacion de dichas soluciones para la preparacion de medicamentos y losmedicamentos de aplicacion de dichas soluciones para el tratamiento de enfermedades cancerosas | |
| NO870228L (no) | Benzimidazolderivater, fremgangsmaate til deres fremstilling og anvendelse av forbindelsene fremstilt ved fremgangsmaaten. | |
| ZA84261B (en) | Bicyclo(4.2.0)1,3,5-octatriene derivatives,a process for their preparation and pharmaceutical compositions containing them | |
| KR910016754A (ko) | 7-(디페닐메틸)옥시-9a-메톡시미토산, 그 제조방법 및 용도 | |
| ES2163725T3 (es) | Derivados 7,12-dioxa-benzo-(a)-antracenicos sustituidos, su procedimiento de preparacion y las composiciones farmaceuticas que los contienen. | |
| GB1502248A (en) | Benzofuran derivatives preparation thereof and pharmaceutical compositions thereof | |
| JPS51121597A (en) | Process for producing tryptophan and its derivatives | |
| ES8300747A1 (es) | Procedimiento para la preparacion de derivados de acido in- dolacetico | |
| SU265887A1 (ru) | Способ получени производных пиперазина | |
| GB341554A (en) | Improvements in the manufacture of indole derivatives | |
| JPS62164646A (ja) | （±）−２−メチルペンタン酸の光学分割法 | |
| KR930702344A (ko) | 피리도 벤즈 인돌 유도체, 이의 제조방법 및 이를 함유하는 제약학적 조성물 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG2A | Definitive protection |
Ref document number: 330625 Country of ref document: ES |