CA1188989A - Nonapeptide for the treatment of drug withdrawal symptoms - Google Patents
Nonapeptide for the treatment of drug withdrawal symptomsInfo
- Publication number
- CA1188989A CA1188989A CA000401386A CA401386A CA1188989A CA 1188989 A CA1188989 A CA 1188989A CA 000401386 A CA000401386 A CA 000401386A CA 401386 A CA401386 A CA 401386A CA 1188989 A CA1188989 A CA 1188989A
- Authority
- CA
- Canada
- Prior art keywords
- nonapeptide
- gly
- treatment
- drug withdrawal
- ala
- 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
Links
- 208000007271 Substance Withdrawal Syndrome Diseases 0.000 title claims abstract description 9
- ZRZROXNBKJAOKB-GFVHOAGBSA-N (2s)-2-[[2-[[(2s)-2-[[(2s)-2-[[(2s)-2-[[2-[[2-[[(2s)-2-[[(2s)-2-amino-3-(1h-indol-3-yl)propanoyl]amino]propanoyl]amino]acetyl]amino]acetyl]amino]-3-carboxypropanoyl]amino]propanoyl]amino]-3-hydroxypropanoyl]amino]acetyl]amino]pentanedioic acid Chemical compound C1=CC=C2C(C[C@H](N)C(=O)N[C@@H](C)C(=O)NCC(=O)NCC(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H](CCC(O)=O)C(O)=O)=CNC2=C1 ZRZROXNBKJAOKB-GFVHOAGBSA-N 0.000 claims abstract description 9
- 108010051088 Delta Sleep-Inducing Peptide Proteins 0.000 claims abstract description 9
- 150000003839 salts Chemical class 0.000 claims abstract description 5
- 150000001875 compounds Chemical class 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims 2
- 230000037396 body weight Effects 0.000 claims 1
- 239000002552 dosage form Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract description 2
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 description 14
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- 241001465754 Metazoa Species 0.000 description 9
- 229960005181 morphine Drugs 0.000 description 7
- 239000011780 sodium chloride Substances 0.000 description 6
- UZHSEJADLWPNLE-GRGSLBFTSA-N naloxone Chemical compound O=C([C@@H]1O2)CC[C@@]3(O)[C@H]4CC5=CC=C(O)C2=C5[C@@]13CCN4CC=C UZHSEJADLWPNLE-GRGSLBFTSA-N 0.000 description 5
- 229960004127 naloxone Drugs 0.000 description 5
- 239000013642 negative control Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 238000002347 injection Methods 0.000 description 4
- 239000007924 injection Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000007920 subcutaneous administration Methods 0.000 description 4
- 230000001419 dependent effect Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229940127240 opiate Drugs 0.000 description 3
- 210000000056 organ Anatomy 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 208000024891 symptom Diseases 0.000 description 3
- 239000008215 water for injection Substances 0.000 description 3
- CFKMVGJGLGKFKI-UHFFFAOYSA-N 4-chloro-m-cresol Chemical compound CC1=CC(O)=CC=C1Cl CFKMVGJGLGKFKI-UHFFFAOYSA-N 0.000 description 2
- 241000282472 Canis lupus familiaris Species 0.000 description 2
- 206010012225 Delirium tremens Diseases 0.000 description 2
- 241000282414 Homo sapiens Species 0.000 description 2
- 241000699666 Mus <mouse, genus> Species 0.000 description 2
- 241000700159 Rattus Species 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- ZPUCINDJVBIVPJ-LJISPDSOSA-N cocaine Chemical compound O([C@H]1C[C@@H]2CC[C@@H](N2C)[C@H]1C(=O)OC)C(=O)C1=CC=CC=C1 ZPUCINDJVBIVPJ-LJISPDSOSA-N 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000002489 hematologic effect Effects 0.000 description 2
- 238000001802 infusion Methods 0.000 description 2
- 238000001990 intravenous administration Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229940070805 p-chloro-m-cresol Drugs 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 239000013641 positive control Substances 0.000 description 2
- 210000002700 urine Anatomy 0.000 description 2
- USSIQXCVUWKGNF-UHFFFAOYSA-N 6-(dimethylamino)-4,4-diphenylheptan-3-one Chemical compound C=1C=CC=CC=1C(CC(C)N(C)C)(C(=O)CC)C1=CC=CC=C1 USSIQXCVUWKGNF-UHFFFAOYSA-N 0.000 description 1
- 208000007848 Alcoholism Diseases 0.000 description 1
- KNFLNGRLKALWRF-LDXSYGEZSA-N CSCC[C@H](N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CCCCN)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](C(C)C)C(N)=O)CC1=CC=CC=C1 Chemical compound CSCC[C@H](N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CCCCN)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](C(C)C)C(N)=O)CC1=CC=CC=C1 KNFLNGRLKALWRF-LDXSYGEZSA-N 0.000 description 1
- 235000005273 Canna coccinea Nutrition 0.000 description 1
- 240000008555 Canna flaccida Species 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- 206010013754 Drug withdrawal syndrome Diseases 0.000 description 1
- GVGLGOZIDCSQPN-PVHGPHFFSA-N Heroin Chemical compound O([C@H]1[C@H](C=C[C@H]23)OC(C)=O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4OC(C)=O GVGLGOZIDCSQPN-PVHGPHFFSA-N 0.000 description 1
- 208000003698 Heroin Dependence Diseases 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- 241000353097 Molva molva Species 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 206010028813 Nausea Diseases 0.000 description 1
- 206010039424 Salivary hypersecretion Diseases 0.000 description 1
- 206010044565 Tremor Diseases 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 201000007930 alcohol dependence Diseases 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- -1 alkali metal salts Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 238000011888 autopsy Methods 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 229960003920 cocaine Drugs 0.000 description 1
- 230000002844 continuous effect Effects 0.000 description 1
- 229960002069 diamorphine Drugs 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 238000002513 implantation Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 230000009191 jumping Effects 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229960001797 methadone Drugs 0.000 description 1
- 230000008693 nausea Effects 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000004393 prognosis Methods 0.000 description 1
- 208000026451 salivation Diseases 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
- A61K38/08—Peptides having 5 to 11 amino acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Immunology (AREA)
- Epidemiology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Gastroenterology & Hepatology (AREA)
- Neurology (AREA)
- Psychiatry (AREA)
- Biomedical Technology (AREA)
- Addiction (AREA)
- Neurosurgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH3306/81 | 1981-05-21 | ||
| CH330681 | 1981-05-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1188989A true CA1188989A (en) | 1985-06-18 |
Family
ID=4253131
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000401386A Expired CA1188989A (en) | 1981-05-21 | 1982-04-21 | Nonapeptide for the treatment of drug withdrawal symptoms |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US4444758A (en, 2012) |
| EP (1) | EP0065747B1 (en, 2012) |
| JP (1) | JPS5823630A (en, 2012) |
| AU (1) | AU552547B2 (en, 2012) |
| CA (1) | CA1188989A (en, 2012) |
| DE (1) | DE3218761A1 (en, 2012) |
| IE (1) | IE53395B1 (en, 2012) |
| IL (1) | IL65782A (en, 2012) |
| IT (1) | IT1152116B (en, 2012) |
| PH (1) | PH17981A (en, 2012) |
| ZA (1) | ZA823369B (en, 2012) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5486599A (en) * | 1989-03-29 | 1996-01-23 | The Board Of Trustees Of The Leland Stanford Junior University | Construction and use of synthetic constructs encoding syndecan |
| US5486362A (en) * | 1991-05-07 | 1996-01-23 | Dynagen, Inc. | Controlled, sustained release delivery system for treating drug dependency |
| US5403595A (en) * | 1991-05-07 | 1995-04-04 | Dynagen, Inc. | Controlled, sustained release delivery system for smoking cessation |
| US5780051A (en) * | 1992-04-02 | 1998-07-14 | Dynagen, Inc. | Methods and articles of manufacture for nicotine cessation and monitoring nicotine use |
| US7220737B1 (en) | 1997-09-04 | 2007-05-22 | Novoneuron, Inc | Noribogaine in the treatment of pain and drug addiction |
| ES2395268T3 (es) * | 1997-09-04 | 2013-02-11 | Demerx, Inc. | Noribogaína para el tratamiento del dolor y la drogadicción |
| CA2360124A1 (en) * | 1999-02-05 | 2000-08-10 | The Victoria University Of Manchester | Regulation of anaesthesia |
| DE10014007A1 (de) * | 2000-03-22 | 2001-10-11 | Strathmann Ag & Co | Neue Darreichungsformen für DSIP |
| RU2005128993A (ru) * | 2005-09-08 | 2007-03-20 | Общество С Ограниченной Ответственностью Исследовательский Центр "Комкон" (Ru) | Средство для коррекции стресс-индуцируемых нейромедиаторных, нейроэндокринных и метаболических нарушений, а также способ профилактики и лечения сопутствующих им паталогических состояний |
| EP2205266A2 (en) * | 2007-09-11 | 2010-07-14 | Mondobiotech Laboratories AG | Use of the peptide combination thymosin beta 4 and delta sleep inducing peptide as a therapeutic agent |
| US8765737B1 (en) | 2010-05-11 | 2014-07-01 | Demerx, Inc. | Methods and compositions for preparing and purifying noribogaine |
| US8362007B1 (en) | 2010-05-11 | 2013-01-29 | Demerx, Inc. | Substituted noribogaine |
| US9394294B2 (en) | 2010-05-11 | 2016-07-19 | Demerx, Inc. | Methods and compositions for preparing and purifying noribogaine |
| US8637648B1 (en) | 2010-06-22 | 2014-01-28 | Demerx, Inc. | Compositions comprising noribogaine and an excipient to facilitate transport across the blood brain barrier |
| US8802832B2 (en) | 2010-06-22 | 2014-08-12 | Demerx, Inc. | Compositions comprising noribogaine and an excipient to facilitate transport across the blood brain barrier |
| US9586954B2 (en) | 2010-06-22 | 2017-03-07 | Demerx, Inc. | N-substituted noribogaine prodrugs |
| US8741891B1 (en) | 2010-06-22 | 2014-06-03 | Demerx, Inc. | N-substituted noribogaine prodrugs |
| EP2595632A1 (en) | 2010-07-23 | 2013-05-29 | DemeRx, Inc. | Noribogaine compositions |
| EP2481740B1 (en) | 2011-01-26 | 2015-11-04 | DemeRx, Inc. | Methods and compositions for preparing noribogaine from voacangine |
| US9617274B1 (en) | 2011-08-26 | 2017-04-11 | Demerx, Inc. | Synthetic noribogaine |
| WO2013085922A1 (en) | 2011-12-09 | 2013-06-13 | Demerx, Inc. | Phosphate esters of noribogaine |
| US9150584B2 (en) | 2012-01-25 | 2015-10-06 | Demerx, Inc. | Indole and benzofuran fused isoquinuclidene derivatives and processes for preparing them |
| EP2807168A4 (en) | 2012-01-25 | 2015-10-14 | Demerx Inc | SYNTHETIC VOACANGINE |
| US9045481B2 (en) | 2012-12-20 | 2015-06-02 | Demerx, Inc. | Substituted noribogaine |
| US8940728B2 (en) | 2012-12-20 | 2015-01-27 | Demerx, Inc. | Substituted noribogaine |
| JP2016508979A (ja) | 2012-12-20 | 2016-03-24 | デメレックス， インコーポレイテッド | 置換ノルイボガイン |
| US9550789B2 (en) | 2014-06-18 | 2017-01-24 | Demerx, Inc. | Halogenated indole and benzofuran derivatives of isoquinuclidene and processes for preparing them |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH634331A5 (de) * | 1977-06-30 | 1983-01-31 | Hoffmann La Roche | Phosphorylierte nonapeptide und verfahren zu deren herstellung. |
-
1982
- 1982-04-21 CA CA000401386A patent/CA1188989A/en not_active Expired
- 1982-05-04 IT IT21072/82A patent/IT1152116B/it active
- 1982-05-14 ZA ZA823369A patent/ZA823369B/xx unknown
- 1982-05-14 PH PH27299A patent/PH17981A/en unknown
- 1982-05-14 IL IL65782A patent/IL65782A/xx not_active IP Right Cessation
- 1982-05-17 AU AU83756/82A patent/AU552547B2/en not_active Expired
- 1982-05-17 US US06/379,162 patent/US4444758A/en not_active Expired - Lifetime
- 1982-05-18 EP EP82104367A patent/EP0065747B1/de not_active Expired
- 1982-05-18 DE DE3218761A patent/DE3218761A1/de active Granted
- 1982-05-19 JP JP57083370A patent/JPS5823630A/ja active Granted
- 1982-05-20 IE IE1214/82A patent/IE53395B1/en not_active IP Right Cessation
-
1984
- 1984-02-24 US US06/583,520 patent/US4496545A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| ZA823369B (en) | 1983-03-30 |
| IE821214L (en) | 1982-11-21 |
| DE3218761C2 (en, 2012) | 1993-05-06 |
| IL65782A0 (en) | 1982-08-31 |
| AU8375682A (en) | 1982-11-25 |
| EP0065747B1 (de) | 1986-10-15 |
| IT8221072A0 (it) | 1982-05-04 |
| JPH0354089B2 (en, 2012) | 1991-08-19 |
| IE53395B1 (en) | 1988-11-09 |
| US4444758A (en) | 1984-04-24 |
| PH17981A (en) | 1985-02-26 |
| AU552547B2 (en) | 1986-06-05 |
| EP0065747A1 (de) | 1982-12-01 |
| DE3218761A1 (de) | 1982-12-16 |
| US4496545A (en) | 1985-01-29 |
| IT1152116B (it) | 1986-12-31 |
| JPS5823630A (ja) | 1983-02-12 |
| IL65782A (en) | 1985-08-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |