CH681690A5 - New metoclopramide salt compsns. with no additives - Google Patents

New metoclopramide salt compsns. with no additives Download PDF

Info

Publication number: CH681690A5
Authority: CH; Switzerland
Prior art keywords: metoclopramide; contain; salt; solutions according; solutions
Prior art date: 1990-09-28

Application number

CH2467/91A

Other languages

German (de)

English (en)

Inventor

Ingo Dr Bonnacker

Rainhardt Dr Klimek

Berthold Dr Stemmle

Original Assignee

Kali Chemie Pharma Gmbh

Priority date (The priority date 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 date listed.)

1990-09-28

Filing date

1991-08-22

Publication date

1993-05-14

1991-08-22 Application filed by Kali Chemie Pharma Gmbh filed Critical Kali Chemie Pharma Gmbh

1993-05-14 Publication of CH681690A5 publication Critical patent/CH681690A5/de

Links

TTWJBBZEZQICBI-UHFFFAOYSA-N metoclopramide Chemical class CCN(CC)CCNC(=O)C1=CC(Cl)=C(N)C=C1OC TTWJBBZEZQICBI-UHFFFAOYSA-N 0.000 title claims abstract description 24
239000000654 additive Substances 0.000 title description 2
239000003755 preservative agent Substances 0.000 claims abstract description 12
239000003765 sweetening agent Substances 0.000 claims abstract description 9
235000003599 food sweetener Nutrition 0.000 claims abstract description 8
230000002335 preservative effect Effects 0.000 claims abstract description 7
239000000796 flavoring agent Substances 0.000 claims abstract description 5
235000013355 food flavoring agent Nutrition 0.000 claims abstract description 3
239000000243 solution Substances 0.000 claims description 33
IRQVJPHZDYMXNW-UHFFFAOYSA-N metoclopramide dihydrochloride monohydrate Chemical compound O.[Cl-].[Cl-].CC[NH+](CC)CCNC(=O)C1=CC(Cl)=C([NH3+])C=C1OC IRQVJPHZDYMXNW-UHFFFAOYSA-N 0.000 claims description 7
229960000923 metoclopramide hydrochloride Drugs 0.000 claims description 7
239000007864 aqueous solution Substances 0.000 claims description 3
238000012937 correction Methods 0.000 claims description 2
235000019634 flavors Nutrition 0.000 claims description 2
239000003795 chemical substances by application Substances 0.000 claims 1
229960004503 metoclopramide Drugs 0.000 abstract description 13
150000003839 salts Chemical class 0.000 abstract description 6
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
244000005700 microbiome Species 0.000 description 11
241000894006 Bacteria Species 0.000 description 9
229920001817 Agar Polymers 0.000 description 7
239000008272 agar Substances 0.000 description 7
239000003814 drug Substances 0.000 description 7
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
244000052616 bacterial pathogen Species 0.000 description 6
239000012153 distilled water Substances 0.000 description 6
229940079593 drug Drugs 0.000 description 6
239000000203 mixture Substances 0.000 description 6
238000004321 preservation Methods 0.000 description 6
FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical class OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 5
235000001674 Agaricus brunnescens Nutrition 0.000 description 5
UDIPTWFVPPPURJ-UHFFFAOYSA-M Cyclamate Chemical class [Na+].[O-]S(=O)(=O)NC1CCCCC1 UDIPTWFVPPPURJ-UHFFFAOYSA-M 0.000 description 5
240000004808 Saccharomyces cerevisiae Species 0.000 description 5
239000000625 cyclamic acid and its Na and Ca salt Chemical class 0.000 description 5
229960001462 sodium cyclamate Drugs 0.000 description 5
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
238000011109 contamination Methods 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
239000000126 substance Substances 0.000 description 4
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 description 3
239000001888 Peptone Substances 0.000 description 3
239000002054 inoculum Substances 0.000 description 3
229940126601 medicinal product Drugs 0.000 description 3
239000011734 sodium Substances 0.000 description 3
229910052708 sodium Inorganic materials 0.000 description 3
235000010199 sorbic acid Nutrition 0.000 description 3
FTLYMKDSHNWQKD-UHFFFAOYSA-N (2,4,5-trichlorophenyl)boronic acid Chemical compound OB(O)C1=CC(Cl)=C(Cl)C=C1Cl FTLYMKDSHNWQKD-UHFFFAOYSA-N 0.000 description 2
WSWCOQWTEOXDQX-UHFFFAOYSA-N 2,4-Hexadienoic acid Chemical compound CC=CC=CC(O)=O WSWCOQWTEOXDQX-UHFFFAOYSA-N 0.000 description 2
RVFUNJWWXKCWNS-UHFFFAOYSA-N 4-amino-5-chloro-n-[2-(diethylamino)ethyl]-2-methoxybenzamide;hydrochloride Chemical compound Cl.CCN(CC)CCNC(=O)C1=CC(Cl)=C(N)C=C1OC RVFUNJWWXKCWNS-UHFFFAOYSA-N 0.000 description 2
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
241000588724 Escherichia coli Species 0.000 description 2
206010020751 Hypersensitivity Diseases 0.000 description 2
239000007853 buffer solution Substances 0.000 description 2
230000001332 colony forming effect Effects 0.000 description 2
239000012470 diluted sample Substances 0.000 description 2
BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
238000011534 incubation Methods 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
108010009004 proteose-peptone Proteins 0.000 description 2
CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 2
229940085605 saccharin sodium Drugs 0.000 description 2
239000012266 salt solution Substances 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
239000004334 sorbic acid Substances 0.000 description 2
229940075582 sorbic acid Drugs 0.000 description 2
239000000600 sorbitol Substances 0.000 description 2
235000010356 sorbitol Nutrition 0.000 description 2
238000003756 stirring Methods 0.000 description 2
238000003860 storage Methods 0.000 description 2
239000000725 suspension Substances 0.000 description 2
239000012085 test solution Substances 0.000 description 2
BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical group CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
229940090248 4-hydroxybenzoic acid Drugs 0.000 description 1
WBZFUFAFFUEMEI-UHFFFAOYSA-M Acesulfame k Chemical compound [K+].CC1=CC(=O)[N-]S(=O)(=O)O1 WBZFUFAFFUEMEI-UHFFFAOYSA-M 0.000 description 1
108010011485 Aspartame Proteins 0.000 description 1
241000228245 Aspergillus niger Species 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
241000222122 Candida albicans 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
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
241000305071 Enterobacterales Species 0.000 description 1
229930195725 Mannitol Natural products 0.000 description 1
108090000526 Papain Proteins 0.000 description 1
108010080698 Peptones Proteins 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
239000004365 Protease Substances 0.000 description 1
241000589517 Pseudomonas aeruginosa Species 0.000 description 1
241000607142 Salmonella Species 0.000 description 1
241000191967 Staphylococcus aureus Species 0.000 description 1
239000004098 Tetracycline Substances 0.000 description 1
206010047700 Vomiting Diseases 0.000 description 1
TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 1
YGCFIWIQZPHFLU-UHFFFAOYSA-N acesulfame Chemical class CC1=CC(=O)NS(=O)(=O)O1 YGCFIWIQZPHFLU-UHFFFAOYSA-N 0.000 description 1
235000010358 acesulfame potassium Nutrition 0.000 description 1
239000000619 acesulfame-K Substances 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
208000026935 allergic disease Diseases 0.000 description 1
208000030961 allergic reaction Diseases 0.000 description 1
230000007815 allergy Effects 0.000 description 1
230000000844 anti-bacterial effect Effects 0.000 description 1
230000003474 anti-emetic effect Effects 0.000 description 1
239000002111 antiemetic agent Substances 0.000 description 1
239000000605 aspartame Substances 0.000 description 1
235000010357 aspartame Nutrition 0.000 description 1
IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 description 1
229960003438 aspartame Drugs 0.000 description 1
FCPVYOBCFFNJFS-LQDWTQKMSA-M benzylpenicillin sodium Chemical compound [Na+].N([C@H]1[C@H]2SC([C@@H](N2C1=O)C([O-])=O)(C)C)C(=O)CC1=CC=CC=C1 FCPVYOBCFFNJFS-LQDWTQKMSA-M 0.000 description 1
WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
235000013361 beverage Nutrition 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
159000000007 calcium salts Chemical class 0.000 description 1
LNMAXKMUGYXKPJ-UHFFFAOYSA-L calcium;1,1-dioxo-1,2-benzothiazol-2-id-3-one Chemical class [Ca+2].C1=CC=C2C([O-])=NS(=O)(=O)C2=C1.C1=CC=C2C([O-])=NS(=O)(=O)C2=C1 LNMAXKMUGYXKPJ-UHFFFAOYSA-L 0.000 description 1
239000000356 contaminant Substances 0.000 description 1
HCAJEUSONLESMK-UHFFFAOYSA-N cyclohexylsulfamic acid Chemical class OS(=O)(=O)NC1CCCCC1 HCAJEUSONLESMK-UHFFFAOYSA-N 0.000 description 1
AIUDWMLXCFRVDR-UHFFFAOYSA-N dimethyl 2-(3-ethyl-3-methylpentyl)propanedioate Chemical compound CCC(C)(CC)CCC(C(=O)OC)C(=O)OC AIUDWMLXCFRVDR-UHFFFAOYSA-N 0.000 description 1
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
KDQPSPMLNJTZAL-UHFFFAOYSA-L disodium hydrogenphosphate dihydrate Chemical compound O.O.[Na+].[Na+].OP([O-])([O-])=O KDQPSPMLNJTZAL-UHFFFAOYSA-L 0.000 description 1
239000013583 drug formulation Substances 0.000 description 1
235000013305 food Nutrition 0.000 description 1
230000001408 fungistatic effect Effects 0.000 description 1
230000002496 gastric effect Effects 0.000 description 1
229960001031 glucose Drugs 0.000 description 1
150000003840 hydrochlorides Chemical class 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
238000011081 inoculation Methods 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
235000013372 meat Nutrition 0.000 description 1
239000012528 membrane Substances 0.000 description 1
HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
238000000034 method Methods 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
230000002906 microbiologic effect Effects 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
229910000402 monopotassium phosphate Inorganic materials 0.000 description 1
235000019796 monopotassium phosphate Nutrition 0.000 description 1
235000015097 nutrients Nutrition 0.000 description 1
-1 of hydrohalic acids Chemical class 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
229940055729 papain Drugs 0.000 description 1
235000019834 papain Nutrition 0.000 description 1
229940056360 penicillin g Drugs 0.000 description 1
235000019319 peptone Nutrition 0.000 description 1
PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 description 1
229920005862 polyol Polymers 0.000 description 1
150000003077 polyols Chemical class 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
229940081974 saccharin Drugs 0.000 description 1
235000019204 saccharin Nutrition 0.000 description 1
239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
239000008174 sterile solution Substances 0.000 description 1
235000021092 sugar substitutes Nutrition 0.000 description 1
238000002636 symptomatic treatment Methods 0.000 description 1
229960002180 tetracycline Drugs 0.000 description 1
235000019364 tetracycline Nutrition 0.000 description 1
229930101283 tetracycline Natural products 0.000 description 1
150000003522 tetracyclines Chemical class 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
239000000811 xylitol Substances 0.000 description 1
235000010447 xylitol Nutrition 0.000 description 1
HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
229960002675 xylitol Drugs 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
- A61K47/18—Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
- A61K47/183—Amino acids, e.g. glycine, EDTA or aspartame
- 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
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
- A61K31/166—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide having the carbon of a carboxamide group directly attached to the aromatic ring, e.g. procainamide, procarbazine, metoclopramide, labetalol

Landscapes

Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Animal Behavior & Ethology (AREA)
Epidemiology (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Engineering & Computer Science (AREA)
Oil, Petroleum & Natural Gas (AREA)
Proteomics, Peptides & Aminoacids (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Preparation (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

CH2467/91A 1990-09-28 1991-08-22 New metoclopramide salt compsns. with no additives CH681690A5 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE4030735		1990-09-28

Publications (1)

Publication Number	Publication Date
CH681690A5 true CH681690A5 (en)	1993-05-14

Family

ID=6415188

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH2467/91A CH681690A5 (en)	1990-09-28	1991-08-22	New metoclopramide salt compsns. with no additives

Country Status (4)

Country	Link
AT (1)	AT404796B (cs)
CH (1)	CH681690A5 (cs)
CZ (1)	CZ280606B6 (cs)
HU (1)	HU210115B (cs)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US6770262B2 (en)	2000-03-30	2004-08-03	Questcor Pharmaceuticals, Inc.	Nasal administration of agents for the treatment of gastroparesis
US20130213393A1 (en)	2009-12-22	2013-08-22	Evoke Pharma, Inc.	Nasal formulations of metoclopramide
DK2376075T3 (en)	2008-12-22	2015-05-26	Evoke Pharma Inc	Nasal formulations of metoclopramide
WO2018112061A1 (en)	2016-12-15	2018-06-21	Evoke Pharma, Inc.	Treatment of moderate and severe gastroparesis

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR1525M (fr) *	1961-07-25	1962-11-16	Ile De France	Médicaments antiémétiques nouveaux.
GB8412585D0 (en) *	1984-05-17	1984-06-20	Beecham Group Plc	Composition
US4624965A (en) *	1984-11-15	1986-11-25	Nastech Pharmaceutical Co., Inc.	Novel method of administering anti-nausea and anti-emetic pharmaceutical agents and novel dosage forms containing same

1991
- 1991-08-22 CH CH2467/91A patent/CH681690A5/de not_active IP Right Cessation
- 1991-09-09 HU HU912896A patent/HU210115B/hu not_active IP Right Cessation
- 1991-09-26 AT AT0193891A patent/AT404796B/de not_active IP Right Cessation
- 1991-09-27 CZ CS912963A patent/CZ280606B6/cs not_active IP Right Cessation

Also Published As

Publication number	Publication date
ATA193891A (de)	1998-07-15
HU210115B (en)	1995-02-28
CZ280606B6 (cs)	1996-03-13
AT404796B (de)	1999-02-25
CS296391A3 (en)	1992-04-15
HUT58514A (en)	1992-03-30

Legal Events

Date	Code	Title	Description
1997-04-30	PFA	Name/firm changed	Owner name: KALI-CHEMIE PHARMA GMBH TRANSFER- SOLVAY PHARMACEU
2010-03-31	PL	Patent ceased

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DE69300017T2 (de)	1995-03-30	Wässrige pharmazeutische Zubereitung von Natriumcromoglykat.
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US20210000739A1 (en)	2021-01-07	Method to prepare pharmaceutical compositions
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DE102004031538A1 (de)	2006-02-09	Pharmazeutische Darreichungsform zur oralen Verabreichung eines schwerlöslichen Wirkstoffs, Verfahren zu deren Herstellung und Kit
US3039928A (en)	1962-06-19	Stable aqueous isoproteronol compositions
DE2036113A1 (de)	1971-02-04	Tetramisolpraparate
DE2131404A1 (de)	1972-12-28	Bakterizide,germizide und antiseptische Mittel
DE2461570B2 (de)	1981-06-04	Arzneimittel für die Behandlung bakterieller Infektionen der Augen und/oder der Ohren und Verfahren zu ihrer Herstellung