WO1994012168A1 - Syrup containing n-acetyl-cysteine - Google Patents
Syrup containing n-acetyl-cysteine Download PDFInfo
- Publication number
- WO1994012168A1 WO1994012168A1 PCT/EP1993/003280 EP9303280W WO9412168A1 WO 1994012168 A1 WO1994012168 A1 WO 1994012168A1 EP 9303280 W EP9303280 W EP 9303280W WO 9412168 A1 WO9412168 A1 WO 9412168A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- nac
- solution
- syrup
- sodium
- cysteine
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0087—Galenical forms not covered by A61K9/02 - A61K9/7023
- A61K9/0095—Drinks; Beverages; Syrups; Compositions for reconstitution thereof, e.g. powders or tablets to be dispersed in a glass of water; Veterinary drenches
-
- 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
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/12—Mucolytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/14—Antitussive agents
Definitions
- the present invention relates to a composition in the form of a syrup containing N-acetyl-cysteine as active ingredient .
- NAC N-acetyl-cysteine
- NAC In the treatment of cold diseases, NAC showed to be useful thanks TO its mucolytic properties.
- One of the pharmaceutical forms largely used in the therapy of cold diseases is syrup, particularly suitable also for pediatric use.
- NAC is available in several pharmaceutical forms, however the high reactivity of the molecule, the relative instability and the characteristic sulphureous smell and taste make extremely troublesome the achievement of liquid forms for oral use which are time-stable and with a good palatability.
- the only syrup formulation containing NAC on the market consists in a composition to be prepared at the moment of use by dissolution in water of a granulate. After preparation, the extemporaneous syrup must be used within 3 weeks.
- object of the present invention is a composition in the form of a syrup containing (each 100 ml) :
- a thickening agent selected among: sodium carboxymethylcellulose and hydroxypropylmethylcellulose or mixtures thereof 0.1 -A g/100 mi and optionally:
- flavouring agent 0.1 -0.4 g/100 ml - a preservative 0.05-0.5 g/100 ml and further
- the above solution results to be stable in a closed bottle under inert gas for at least 2 years under environmental conditions.
- the solution shows to have a pleasant taste and to be free from bad smells; NAC maintains the initial titre and the open syrup results to be stable for at least 5 weeks.
- sweetening agent we mean a substance able to give a sweet taste to the solution but wich does not contain sugars.
- Specific examples of sweetening agents are saccharin, sodium saccharin and cyclamates or mixtures thereof.
- the amount of sweetening agent will be the minimum amount sufficient to give a pleasant taste to the solution.
- the thickening agent is selected among sodium carboxymethylcellulose methylcellulose and hydroxypropylmethylcellulose or mixtures thereof. Surprisingly, these substances showed to be compatible with
- NAC sweetening agent
- thickening agent water
- NAC sweetening agent
- sweetening agent a base component that can be added up to the selected volume, by optionally rectifying the resultant pH so that it is maintained within the interval from 5 to 8.
- pH will be from 6.5 to 7.
- the syrup could also, but not necessarily, contain a flavouring agent in order to improve the palatability, especially for pediatric use.
- phar acopoeiae require the compulsory presence of a preservative.
- the preservative is further required to assure the microbiological quality during the time of use by the patient.
- preservatives selected among sodium benzoate, methyl • -hydroxybenzoate, propyl •.-hydroxybenzoate and mixtures thereof will be preferably used.
- preservatives selected among sodium benzoate, methyl • -hydroxybenzoate, propyl •.-hydroxybenzoate and mixtures thereof.
- sodium EDTA could be used in addition to or in partial substitution of the above preservatives.
- the preparation of the syrup according to the present invention is carried out under inert gas by simple dissolution of the substances in the predetermined amount of water.
- the resultant solution is shared into multidose bottles or in single-dose containers.
- the packaging of multi-dose bottles could provide the contemporaneous supplying of a graduated measure for the correct dosage of the single doses for grown-up people (for example 10 ml) or for children - A -
- Water q.s. to 100 ml were prepared by simple dissolution of the substances in purified and de-aerated water under nitrogen atmosphere.
- the solution was shared at the rate of 150 ml/bottle.
- the syrup also after 2 years of storage, showed to have a pleasant taste and smell and a good general palatability.
- Water q.s. to 100 ml were prepared by dispersion of hydroxypropylmethylcellulose in a part of boiling water which was cooled to room temperature. After hydration of hydroxypropylmethylcellulose, it was poured into a solution obtained by dissolving all the remaining substances in purified and de-aerated water, under nitrogen atmosphere.
- the pH of the solution was rectified to pH 6.5 with sodium hydroxide.
- Water q.s. to 100 ml were prepared by dispersion of hydroxypropylmethylcellulose in a part of boiling water which was cooled to room temperature. After hydration of hydroxypropylmethylcellulose, it was poured into a solution obtained by dissolving all the remaining substances in purified and de-aerated water, under nitrogen atmosphere.
- the pH of the solution was rectified to pH 6.5 with sodium hydroxide.
- the solution was shared into single-dose glass vials of 10 ml with rubber stopper each containing about 200 mg of NAC.
- Example 4 By working as described in Example 1, 10 1 of syrup having the following composition (each 100 ml) were prepared: NAC 4.2 g
- the pH of the solution was rectified to pH 6.5 with sodium hydroxide.
- the solution was shared into bottles at the rate of 150 ml each bottle.
- Example 5 By working as described in Example 2, 10 1 of syrup having the following composition (each 100 ml) were prepared: NAC 2.10 g
- the pH of the solution was rectified to pH 7 with sodium hydroxide.
- the solution was shared into bottles at the rate of 450 ml each bottle.
Landscapes
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Pulmonology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Medicinal Preparation (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Jellies, Jams, And Syrups (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
Abstract
Description
Claims
Priority Applications (17)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9509822A GB2288977B (en) | 1992-12-02 | 1993-11-23 | Stable sweetened solutions of N-acetyl-cysteine |
AT0906093A AT407113B (en) | 1992-12-02 | 1993-11-23 | COMPOSITION IN THE FORM OF AN AQUEOUS THICKENED PREPARATION FOR PERORAL ADMINISTRATION WITH N-ACETYLCYSTONE |
DE4396086T DE4396086T1 (en) | 1992-12-02 | 1993-11-23 | Syrup with N-acetylcysteine |
MD96-0265A MD1714G2 (en) | 1992-12-02 | 1993-11-23 | Therapeutical composition in the form of syrup, containing N-acetylcysteine |
JP6512747A JPH08503703A (en) | 1992-12-02 | 1993-11-23 | Syrup containing N-acetyl cysteine |
RU95114406A RU2108777C1 (en) | 1992-12-02 | 1993-11-23 | Curative composition as a syrup |
HU9501586A HU221484B (en) | 1992-12-02 | 1993-11-23 | Syrup containing n-acetyl-cysteine |
NL9320052A NL194957C (en) | 1992-12-02 | 1993-11-23 | N-acetyl-cysteine-containing syrup. |
UA95062994A UA27142C2 (en) | 1992-12-02 | 1993-11-23 | Pharmaceutical composition |
CA002150462A CA2150462C (en) | 1992-12-02 | 1993-11-23 | Syrup containing n-acetyl-cysteine |
AU56266/94A AU667611B2 (en) | 1992-12-02 | 1993-11-23 | Syrup containing N-acetyl-cysteine |
DE4396086A DE4396086B3 (en) | 1992-12-02 | 1993-11-23 | Syrup with N-acetylcysteine |
CH2423/94A CH685371A5 (en) | 1992-12-02 | 1993-11-23 | Syrup contg. N-acetyl cysteine for treating colds |
LU88618A LU88618A1 (en) | 1992-12-02 | 1994-05-24 | Syrup with N-acetylcysteine |
DK199500614A DK176247B1 (en) | 1992-12-02 | 1995-05-31 | Syrup containing N-acetylcysteine |
NO19952183A NO314018B1 (en) | 1992-12-02 | 1995-06-01 | Syrup containing N-acetyl-cysteine |
SE9502001A SE520834C2 (en) | 1992-12-02 | 1995-06-01 | Syrup containing N-acetylcysteine |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ITMI92A002758 | 1992-12-02 | ||
ITMI922758A IT1256616B (en) | 1992-12-02 | 1992-12-02 | SYRUP CONTAINING N-ACETYL-CISTEIN |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1994012168A1 true WO1994012168A1 (en) | 1994-06-09 |
Family
ID=11364395
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1993/003280 WO1994012168A1 (en) | 1992-12-02 | 1993-11-23 | Syrup containing n-acetyl-cysteine |
Country Status (23)
Country | Link |
---|---|
JP (1) | JPH08503703A (en) |
AT (1) | AT407113B (en) |
AU (1) | AU667611B2 (en) |
BE (1) | BE1006799A3 (en) |
CA (1) | CA2150462C (en) |
CH (1) | CH685371A5 (en) |
CZ (1) | CZ282550B6 (en) |
DE (2) | DE4396086B3 (en) |
DK (1) | DK176247B1 (en) |
ES (1) | ES2070806B1 (en) |
FR (1) | FR2698545B1 (en) |
GB (1) | GB2288977B (en) |
HU (2) | HU221484B (en) |
IT (1) | IT1256616B (en) |
LU (1) | LU88618A1 (en) |
MD (1) | MD1714G2 (en) |
NL (1) | NL194957C (en) |
NO (1) | NO314018B1 (en) |
NZ (1) | NZ258544A (en) |
RU (1) | RU2108777C1 (en) |
SE (1) | SE520834C2 (en) |
UA (1) | UA27142C2 (en) |
WO (1) | WO1994012168A1 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102233139A (en) * | 2010-04-21 | 2011-11-09 | 重庆健能医药开发有限公司 | Acetylcysteine effervescent tablet and preparation method and application thereof |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH10502355A (en) * | 1994-06-23 | 1998-03-03 | ザ、プロクター、エンド、ギャンブル、カンパニー | Topical composition containing N-acetyl-L-cysteine |
JP4501023B2 (en) * | 2002-11-14 | 2010-07-14 | 小林製薬株式会社 | Composition with reduced bitterness and odor of cysteines |
JP4501024B2 (en) * | 2002-11-14 | 2010-07-14 | 小林製薬株式会社 | Composition with reduced bitterness and odor of cysteines |
US8148356B2 (en) * | 2005-08-24 | 2012-04-03 | Cumberland Pharmaceuticals, Inc. | Acetylcysteine composition and uses therefor |
RU2611411C1 (en) * | 2016-01-11 | 2017-02-21 | Общество с ограниченной ответственностью "Трейдсервис" | Dispersible in water acetylcysteine tablet and method of manufacturing thereof |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2192789A (en) * | 1986-07-24 | 1988-01-27 | Inpharzam Int Sa | Acetylcysteine compositions |
GB2192790A (en) * | 1986-07-24 | 1988-01-27 | Inpharzam Int Sa | Acetylcysteine compositions |
FR2631831A1 (en) * | 1988-05-31 | 1989-12-01 | Calco Anstalt | Syrups based on xylitol, ribitol or arabitol |
GB2234171A (en) * | 1989-07-27 | 1991-01-30 | Zambon Spa | Composition containing N-acetyl-cysteine of enhanced bioavailability |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB905197A (en) * | 1960-01-01 | 1962-09-05 | Lab Francais Chimiotherapie | Anti-viral compositions comprising 1-phenyl-2-amino-propane-1,3-diol derivatives |
CA1239349A (en) * | 1983-10-10 | 1988-07-19 | Eberhard F. Gottwald | Pharmaceutical composition containing cimetidine |
BE901885A (en) * | 1985-03-06 | 1985-07-01 | Bruschettini Srl | Stable ophthalmic soln. contg. N-acetyl-cysteine - prepd. in nitrogen satd. aq. buffer free of metal ions |
US4861797A (en) * | 1987-10-15 | 1989-08-29 | Oratech Pharmaceutical Development Corporation | Liquid ibuprofen compositions and methods of making them |
CH674940A5 (en) * | 1988-05-05 | 1990-08-15 | Ibsa Inst Biochimique Sa | |
ATE87476T1 (en) * | 1988-11-10 | 1993-04-15 | Ciba Geigy Ag | LIQUID ORAL FORMULATION. |
IT1248998B (en) * | 1990-06-26 | 1995-02-11 | Iscofar Sas | COMPOSITION OF RUBBER TO BE CHEWED FOR THE PREVENTION AND TREATMENT OF DENTAL PLATE |
DK0481294T4 (en) * | 1990-10-19 | 2001-06-18 | Spirig Ag | Solid, fast-soluble drug preparation containing N-acetylcysteine |
-
1992
- 1992-12-02 IT ITMI922758A patent/IT1256616B/en active IP Right Grant
-
1993
- 1993-11-23 JP JP6512747A patent/JPH08503703A/en active Pending
- 1993-11-23 CH CH2423/94A patent/CH685371A5/en not_active IP Right Cessation
- 1993-11-23 RU RU95114406A patent/RU2108777C1/en active
- 1993-11-23 CZ CZ951367A patent/CZ282550B6/en not_active IP Right Cessation
- 1993-11-23 AT AT0906093A patent/AT407113B/en not_active IP Right Cessation
- 1993-11-23 DE DE4396086A patent/DE4396086B3/en not_active Expired - Lifetime
- 1993-11-23 AU AU56266/94A patent/AU667611B2/en not_active Expired
- 1993-11-23 GB GB9509822A patent/GB2288977B/en not_active Expired - Lifetime
- 1993-11-23 WO PCT/EP1993/003280 patent/WO1994012168A1/en active IP Right Grant
- 1993-11-23 ES ES09450021A patent/ES2070806B1/en not_active Expired - Fee Related
- 1993-11-23 MD MD96-0265A patent/MD1714G2/en unknown
- 1993-11-23 NZ NZ258544A patent/NZ258544A/en not_active IP Right Cessation
- 1993-11-23 NL NL9320052A patent/NL194957C/en not_active IP Right Cessation
- 1993-11-23 CA CA002150462A patent/CA2150462C/en not_active Expired - Lifetime
- 1993-11-23 UA UA95062994A patent/UA27142C2/en unknown
- 1993-11-23 HU HU9501586A patent/HU221484B/en unknown
- 1993-11-23 DE DE4396086T patent/DE4396086T1/en active Pending
- 1993-12-01 BE BE9301326A patent/BE1006799A3/en not_active IP Right Cessation
- 1993-12-02 FR FR9314443A patent/FR2698545B1/en not_active Expired - Lifetime
-
1994
- 1994-05-24 LU LU88618A patent/LU88618A1/en unknown
-
1995
- 1995-05-31 DK DK199500614A patent/DK176247B1/en not_active IP Right Cessation
- 1995-06-01 NO NO19952183A patent/NO314018B1/en not_active IP Right Cessation
- 1995-06-01 SE SE9502001A patent/SE520834C2/en not_active IP Right Cessation
- 1995-06-29 HU HU95P/P00579P patent/HU211912A9/en unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2192789A (en) * | 1986-07-24 | 1988-01-27 | Inpharzam Int Sa | Acetylcysteine compositions |
GB2192790A (en) * | 1986-07-24 | 1988-01-27 | Inpharzam Int Sa | Acetylcysteine compositions |
FR2631831A1 (en) * | 1988-05-31 | 1989-12-01 | Calco Anstalt | Syrups based on xylitol, ribitol or arabitol |
GB2234171A (en) * | 1989-07-27 | 1991-01-30 | Zambon Spa | Composition containing N-acetyl-cysteine of enhanced bioavailability |
Non-Patent Citations (2)
Title |
---|
CHEMICAL ABSTRACTS, vol. 102, no. 26, 1 July 1985, Columbus, Ohio, US; abstract no. 225949r * |
I.THIELENS: "STABILITY OF N-ACETYL-L-CYSTEINE IN PHARMACEUTICAL SYRUPS", FARM.TIJDSCHR.BELG., vol. 61, no. 4, 1984, pages 445 - 448 * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102233139A (en) * | 2010-04-21 | 2011-11-09 | 重庆健能医药开发有限公司 | Acetylcysteine effervescent tablet and preparation method and application thereof |
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