PL214859B1 - Laczne zastosowanie L-karnityny, acetylo L-karnityny i propionylo L-karnityny do leczenia oligoastenoteratospermii - Google Patents
Laczne zastosowanie L-karnityny, acetylo L-karnityny i propionylo L-karnityny do leczenia oligoastenoteratospermiiInfo
- Publication number
- PL214859B1 PL214859B1 PL372924A PL37292403A PL214859B1 PL 214859 B1 PL214859 B1 PL 214859B1 PL 372924 A PL372924 A PL 372924A PL 37292403 A PL37292403 A PL 37292403A PL 214859 B1 PL214859 B1 PL 214859B1
- Authority
- PL
- Poland
- Prior art keywords
- carnitine
- acetyl
- propionyl
- acid
- pharmaceutically acceptable
- Prior art date
Links
- PHIQHXFUZVPYII-ZCFIWIBFSA-N (R)-carnitine Chemical compound C[N+](C)(C)C[C@H](O)CC([O-])=O PHIQHXFUZVPYII-ZCFIWIBFSA-N 0.000 title claims abstract description 68
- UFAHZIUFPNSHSL-MRVPVSSYSA-N O-propanoyl-L-carnitine Chemical compound CCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C UFAHZIUFPNSHSL-MRVPVSSYSA-N 0.000 title claims abstract description 54
- 201000002663 oligoasthenoteratozoospermia Diseases 0.000 title claims abstract description 10
- RDHQFKQIGNGIED-MRVPVSSYSA-N O-acetyl-L-carnitine Chemical compound CC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C RDHQFKQIGNGIED-MRVPVSSYSA-N 0.000 title claims description 60
- 229960001518 levocarnitine Drugs 0.000 title 1
- 150000003839 salts Chemical class 0.000 claims abstract description 62
- 239000003814 drug Substances 0.000 claims abstract description 27
- 238000002360 preparation method Methods 0.000 claims abstract description 24
- 239000002253 acid Substances 0.000 claims description 47
- 239000000203 mixture Substances 0.000 claims description 27
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 14
- -1 orothonate Chemical compound 0.000 claims description 14
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 10
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 10
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 10
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims description 10
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 10
- 229910019142 PO4 Inorganic materials 0.000 claims description 10
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 10
- 229940009098 aspartate Drugs 0.000 claims description 10
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 10
- 239000010452 phosphate Substances 0.000 claims description 10
- 229940095064 tartrate Drugs 0.000 claims description 10
- 206010067162 Asthenospermia Diseases 0.000 claims description 9
- 206010003883 azoospermia Diseases 0.000 claims description 9
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 9
- 208000008634 oligospermia Diseases 0.000 claims description 9
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 claims description 6
- 206010050208 Teratospermia Diseases 0.000 claims description 6
- 208000002312 Teratozoospermia Diseases 0.000 claims description 6
- 230000036616 oligospermia Effects 0.000 claims description 6
- 231100000528 oligospermia Toxicity 0.000 claims description 6
- NDVRKEKNSBMTAX-BTVCFUMJSA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanal;phosphoric acid Chemical compound OP(O)(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O NDVRKEKNSBMTAX-BTVCFUMJSA-N 0.000 claims description 5
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 5
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 5
- AWUCVROLDVIAJX-UHFFFAOYSA-N alpha-glycerophosphate Natural products OCC(O)COP(O)(O)=O AWUCVROLDVIAJX-UHFFFAOYSA-N 0.000 claims description 5
- 229910052749 magnesium Inorganic materials 0.000 claims description 5
- 239000011777 magnesium Substances 0.000 claims description 5
- 229960005336 magnesium citrate Drugs 0.000 claims description 5
- 235000002538 magnesium citrate Nutrition 0.000 claims description 5
- 239000004337 magnesium citrate Substances 0.000 claims description 5
- 229940091250 magnesium supplement Drugs 0.000 claims description 5
- 229940095060 magnesium tartrate Drugs 0.000 claims description 5
- MUZDLCBWNVUYIR-ZVGUSBNCSA-L magnesium;(2r,3r)-2,3-dihydroxybutanedioate Chemical compound [Mg+2].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O MUZDLCBWNVUYIR-ZVGUSBNCSA-L 0.000 claims description 5
- QUIOHQITLKCGNW-TYYBGVCCSA-L magnesium;(e)-but-2-enedioate Chemical compound [Mg+2].[O-]C(=O)\C=C\C([O-])=O QUIOHQITLKCGNW-TYYBGVCCSA-L 0.000 claims description 5
- AWUCVROLDVIAJX-GSVOUGTGSA-N sn-glycerol 3-phosphate Chemical compound OC[C@@H](O)COP(O)(O)=O AWUCVROLDVIAJX-GSVOUGTGSA-N 0.000 claims description 5
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 5
- PLSARIKBYIPYPF-UHFFFAOYSA-H trimagnesium dicitrate Chemical compound [Mg+2].[Mg+2].[Mg+2].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O PLSARIKBYIPYPF-UHFFFAOYSA-H 0.000 claims description 5
- XOAAWQZATWQOTB-UHFFFAOYSA-M 2-aminoethanesulfonate Chemical compound NCCS([O-])(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-M 0.000 claims description 4
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 5
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 claims 2
- 229960001231 choline Drugs 0.000 claims 2
- 238000009472 formulation Methods 0.000 claims 1
- GJTJQSPLLQWKMB-UHFFFAOYSA-N 3-hydroxy-4-oxo-3-[(trimethylazaniumyl)methyl]pentanoate Chemical compound C(C)(=O)C(O)(C[N+](C)(C)C)CC([O-])=O GJTJQSPLLQWKMB-UHFFFAOYSA-N 0.000 abstract 1
- 230000019100 sperm motility Effects 0.000 description 10
- 210000000582 semen Anatomy 0.000 description 8
- 229940079593 drug Drugs 0.000 description 6
- 239000004480 active ingredient Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
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- 230000000414 obstructive effect Effects 0.000 description 4
- 230000000750 progressive effect Effects 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 description 3
- 238000009825 accumulation Methods 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 235000006708 antioxidants Nutrition 0.000 description 3
- 230000017531 blood circulation Effects 0.000 description 3
- 230000002950 deficient Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 201000010063 epididymitis Diseases 0.000 description 3
- 208000021267 infertility disease Diseases 0.000 description 3
- 230000035800 maturation Effects 0.000 description 3
- 230000004899 motility Effects 0.000 description 3
- 231100000527 sperm abnormality Toxicity 0.000 description 3
- 201000004822 varicocele Diseases 0.000 description 3
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- VOXZDWNPVJITMN-ZBRFXRBCSA-N 17β-estradiol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 VOXZDWNPVJITMN-ZBRFXRBCSA-N 0.000 description 2
- GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 description 2
- QWJSAWXRUVVRLH-LREBCSMRSA-M 2-hydroxyethyl(trimethyl)azanium;(2r,3r)-2,3,4-trihydroxy-4-oxobutanoate Chemical compound C[N+](C)(C)CCO.OC(=O)[C@H](O)[C@@H](O)C([O-])=O QWJSAWXRUVVRLH-LREBCSMRSA-M 0.000 description 2
- RJKFOVLPORLFTN-LEKSSAKUSA-N Progesterone Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)C)[C@@]1(C)CC2 RJKFOVLPORLFTN-LEKSSAKUSA-N 0.000 description 2
- MUMGGOZAMZWBJJ-DYKIIFRCSA-N Testostosterone Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 MUMGGOZAMZWBJJ-DYKIIFRCSA-N 0.000 description 2
- BKPRVQDIOGQWTG-ICOOEGOYSA-N [(1s,2r)-2-phenylcyclopropyl]azanium;[(1r,2s)-2-phenylcyclopropyl]azanium;sulfate Chemical compound [O-]S([O-])(=O)=O.[NH3+][C@H]1C[C@@H]1C1=CC=CC=C1.[NH3+][C@@H]1C[C@H]1C1=CC=CC=C1 BKPRVQDIOGQWTG-ICOOEGOYSA-N 0.000 description 2
- 210000001367 artery Anatomy 0.000 description 2
- 230000002146 bilateral effect Effects 0.000 description 2
- 229960004203 carnitine Drugs 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- 201000000160 cryptorchidism Diseases 0.000 description 2
- 235000007882 dietary composition Nutrition 0.000 description 2
- 239000002552 dosage form Substances 0.000 description 2
- 230000000687 effect on sperms Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 210000000918 epididymis Anatomy 0.000 description 2
- 210000004392 genitalia Anatomy 0.000 description 2
- RWSXRVCMGQZWBV-WDSKDSINSA-N glutathione Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N 0.000 description 2
- 230000003054 hormonal effect Effects 0.000 description 2
- 208000000509 infertility Diseases 0.000 description 2
- 230000036512 infertility Effects 0.000 description 2
- 231100000535 infertility Toxicity 0.000 description 2
- 230000033001 locomotion Effects 0.000 description 2
- 239000000546 pharmaceutical excipient Substances 0.000 description 2
- 230000021595 spermatogenesis Effects 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- 229940066528 trichloroacetate Drugs 0.000 description 2
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 2
- 208000007799 Asthenozoospermia Diseases 0.000 description 1
- 108010024636 Glutathione Proteins 0.000 description 1
- 102000006771 Gonadotropins Human genes 0.000 description 1
- 108010086677 Gonadotropins Proteins 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 208000007466 Male Infertility Diseases 0.000 description 1
- 102000003946 Prolactin Human genes 0.000 description 1
- 108010057464 Prolactin Proteins 0.000 description 1
- 206010059594 Secondary hypogonadism Diseases 0.000 description 1
- 208000007271 Substance Withdrawal Syndrome Diseases 0.000 description 1
- 229930003427 Vitamin E Natural products 0.000 description 1
- 206010048010 Withdrawal syndrome Diseases 0.000 description 1
- 230000005856 abnormality Effects 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 208000029650 alcohol withdrawal Diseases 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
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- 206010003549 asthenia Diseases 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000019522 cellular metabolic process Effects 0.000 description 1
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- 208000037976 chronic inflammation Diseases 0.000 description 1
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- 238000011156 evaluation Methods 0.000 description 1
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- 230000013439 flagellum movement Effects 0.000 description 1
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 1
- 230000002068 genetic effect Effects 0.000 description 1
- 229960003180 glutathione Drugs 0.000 description 1
- 210000002149 gonad Anatomy 0.000 description 1
- 239000002622 gonadotropin Substances 0.000 description 1
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- 208000031424 hyperprolactinemia Diseases 0.000 description 1
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- 229940052665 nadh Drugs 0.000 description 1
- 229930027945 nicotinamide-adenine dinucleotide Natural products 0.000 description 1
- BOPGDPNILDQYTO-NNYOXOHSSA-N nicotinamide-adenine dinucleotide Chemical compound C1=CCC(C(=O)N)=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]2[C@H]([C@@H](O)[C@@H](O2)N2C3=NC=NC(N)=C3N=C2)O)O1 BOPGDPNILDQYTO-NNYOXOHSSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/205—Amine addition salts of organic acids; Inner quaternary ammonium salts, e.g. betaine, carnitine
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/17—Amino acids, peptides or proteins
- A23L33/175—Amino acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/08—Drugs for genital or sexual disorders; Contraceptives for gonadal disorders or for enhancing fertility, e.g. inducers of ovulation or of spermatogenesis
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Reproductive Health (AREA)
- Emergency Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Endocrinology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Mycology (AREA)
- Nutrition Science (AREA)
- Food Science & Technology (AREA)
- Organic Chemistry (AREA)
- Pregnancy & Childbirth (AREA)
- Gynecology & Obstetrics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2002RM000194A ITRM20020194A1 (it) | 2002-04-09 | 2002-04-09 | Composizione utile per aumentare la concentrazione e la motilita' degli spermatozoi e migliorarne la morfologia nell'uomo. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL372924A1 PL372924A1 (en) | 2005-08-08 |
| PL214859B1 true PL214859B1 (pl) | 2013-09-30 |
Family
ID=11456235
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL372924A PL214859B1 (pl) | 2002-04-09 | 2003-04-08 | Laczne zastosowanie L-karnityny, acetylo L-karnityny i propionylo L-karnityny do leczenia oligoastenoteratospermii |
Country Status (19)
| Country | Link |
|---|---|
| US (2) | US20050107470A1 (enExample) |
| EP (1) | EP1492521B1 (enExample) |
| JP (1) | JP4663987B2 (enExample) |
| KR (1) | KR20040098005A (enExample) |
| CN (1) | CN1330301C (enExample) |
| AT (1) | ATE476974T1 (enExample) |
| AU (1) | AU2003224443B2 (enExample) |
| BR (1) | BR0309055A (enExample) |
| CA (1) | CA2478674C (enExample) |
| CY (1) | CY1111273T1 (enExample) |
| DE (1) | DE60333742D1 (enExample) |
| DK (1) | DK1492521T3 (enExample) |
| ES (1) | ES2350338T3 (enExample) |
| IT (1) | ITRM20020194A1 (enExample) |
| MX (1) | MXPA04009763A (enExample) |
| PL (1) | PL214859B1 (enExample) |
| PT (1) | PT1492521E (enExample) |
| SI (1) | SI1492521T1 (enExample) |
| WO (1) | WO2003084526A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7776913B2 (en) | 2002-12-13 | 2010-08-17 | Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. | Carnitines for treating or preventing disorders caused by andropause |
| EP2429299B1 (en) | 2009-05-01 | 2016-06-01 | Celloxess Llc | Treating male infertility secondary to sperm oxidative stress |
| US20110015154A1 (en) * | 2009-07-20 | 2011-01-20 | Kellermann Gottfried H | Supporting acetylcholine function |
| US20110098265A1 (en) * | 2009-10-28 | 2011-04-28 | Neuroscience, Inc. | Methods for reducing cravings and impulses associated with addictive and compulsive behaviors |
| CN108041588A (zh) * | 2017-12-08 | 2018-05-18 | 冯纪敏 | 一种含有海藻糖的组合物及其应用 |
| CN109999042B (zh) * | 2019-05-16 | 2021-05-18 | 北京华睿鼎信科技有限公司 | 包含脱氢表雄酮或其硫酸酯、左卡尼汀、乙酰左卡尼汀或它们的可药用盐的组合物及其应用 |
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| IT1249462B (it) * | 1991-10-21 | 1995-02-23 | Sigma Tau Ind Farmaceuti | Impiego di l-carnitina e acil l-carnitine nel trattamento delle oligoastenospermie idiopatiche. |
| IT1291127B1 (it) * | 1997-04-01 | 1998-12-29 | Sigma Tau Ind Farmaceuti | Integratore alimentare per soggetti dediti ad intensa e prolungata attivita' fisica |
| IT1295408B1 (it) * | 1997-10-03 | 1999-05-12 | Sigma Tau Ind Farmaceuti | Associazione di l-carnitina e alcanoil l-carnitine per il trattamento dell'alcoolismo |
| GB9721746D0 (en) | 1997-10-15 | 1997-12-10 | Panos Therapeutics Limited | Compositions |
| US6090848A (en) * | 1997-12-01 | 2000-07-18 | Sigma-Tau Healthscience S.P.A. | Compositions and methods for increasing the concentration and/or motility of spermatozoa in humans |
| ITRM20010029A1 (it) * | 2001-01-23 | 2002-07-23 | Aldo Fassi | Sali metallici di carnitine utili come integratori dietetici/nutrizionali o come farmaci, composizioni che li contengono e procedimenti per |
| ITRM20020055A1 (it) | 2002-02-04 | 2003-08-04 | Aldo Fassi | Sali metallici di carnitine, integratori dietetici/nutritivi che li contengono e kit dietetici per contrastare disturbi sessuali in soggetti |
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2002
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2003
- 2003-04-08 ES ES03720869T patent/ES2350338T3/es not_active Expired - Lifetime
- 2003-04-08 AU AU2003224443A patent/AU2003224443B2/en not_active Expired
- 2003-04-08 MX MXPA04009763A patent/MXPA04009763A/es active IP Right Grant
- 2003-04-08 WO PCT/IT2003/000214 patent/WO2003084526A1/en not_active Ceased
- 2003-04-08 AT AT03720869T patent/ATE476974T1/de active
- 2003-04-08 CN CNB038050935A patent/CN1330301C/zh not_active Expired - Lifetime
- 2003-04-08 KR KR10-2004-7013385A patent/KR20040098005A/ko not_active Ceased
- 2003-04-08 PT PT03720869T patent/PT1492521E/pt unknown
- 2003-04-08 US US10/510,450 patent/US20050107470A1/en not_active Abandoned
- 2003-04-08 JP JP2003581766A patent/JP4663987B2/ja not_active Expired - Lifetime
- 2003-04-08 EP EP03720869A patent/EP1492521B1/en not_active Expired - Lifetime
- 2003-04-08 SI SI200331892T patent/SI1492521T1/sl unknown
- 2003-04-08 PL PL372924A patent/PL214859B1/pl unknown
- 2003-04-08 CA CA2478674A patent/CA2478674C/en not_active Expired - Lifetime
- 2003-04-08 DE DE60333742T patent/DE60333742D1/de not_active Expired - Lifetime
- 2003-04-08 BR BR0309055-8A patent/BR0309055A/pt not_active Application Discontinuation
- 2003-04-08 DK DK03720869.1T patent/DK1492521T3/da active
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2008
- 2008-09-09 US US12/230,992 patent/US8415392B2/en not_active Expired - Fee Related
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2010
- 2010-11-03 CY CY20101100989T patent/CY1111273T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ES2350338T3 (es) | 2011-01-21 |
| PT1492521E (pt) | 2010-11-11 |
| ITRM20020194A0 (it) | 2002-04-09 |
| AU2003224443B2 (en) | 2008-09-11 |
| KR20040098005A (ko) | 2004-11-18 |
| CN1638754A (zh) | 2005-07-13 |
| JP2006505499A (ja) | 2006-02-16 |
| ITRM20020194A1 (it) | 2003-10-09 |
| CN1330301C (zh) | 2007-08-08 |
| BR0309055A (pt) | 2005-02-22 |
| CA2478674A1 (en) | 2003-10-16 |
| SI1492521T1 (sl) | 2010-12-31 |
| US20050107470A1 (en) | 2005-05-19 |
| HK1078460A1 (en) | 2006-03-17 |
| EP1492521A1 (en) | 2005-01-05 |
| CA2478674C (en) | 2010-10-19 |
| WO2003084526A1 (en) | 2003-10-16 |
| AU2003224443A1 (en) | 2003-10-20 |
| DK1492521T3 (da) | 2010-11-22 |
| US20090012169A1 (en) | 2009-01-08 |
| US8415392B2 (en) | 2013-04-09 |
| JP4663987B2 (ja) | 2011-04-06 |
| DE60333742D1 (de) | 2010-09-23 |
| EP1492521B1 (en) | 2010-08-11 |
| PL372924A1 (en) | 2005-08-08 |
| MXPA04009763A (es) | 2004-12-13 |
| CY1111273T1 (el) | 2015-08-05 |
| ATE476974T1 (de) | 2010-08-15 |
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