NL8201797A - Quaternair ammoniumzout. - Google Patents
Quaternair ammoniumzout. Download PDFInfo
- Publication number
- NL8201797A NL8201797A NL8201797A NL8201797A NL8201797A NL 8201797 A NL8201797 A NL 8201797A NL 8201797 A NL8201797 A NL 8201797A NL 8201797 A NL8201797 A NL 8201797A NL 8201797 A NL8201797 A NL 8201797A
- Authority
- NL
- Netherlands
- Prior art keywords
- benzyl benzoate
- hydrate
- lignocaine
- lignocaine benzyl
- benzoate
- Prior art date
Links
- 150000003863 ammonium salts Chemical class 0.000 title 1
- VWTINHYPRWEBQY-UHFFFAOYSA-N denatonium Chemical compound [O-]C(=O)C1=CC=CC=C1.C=1C=CC=CC=1C[N+](CC)(CC)CC(=O)NC1=C(C)C=CC=C1C VWTINHYPRWEBQY-UHFFFAOYSA-N 0.000 claims description 60
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 18
- 239000000243 solution Substances 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 16
- 239000013078 crystal Substances 0.000 claims description 12
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 11
- 235000019441 ethanol Nutrition 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 6
- QNHCWLYFWBZVOM-UHFFFAOYSA-N benzoic acid;hydrate Chemical compound O.OC(=O)C1=CC=CC=C1 QNHCWLYFWBZVOM-UHFFFAOYSA-N 0.000 claims description 4
- GCOFCRDDESKTHN-UHFFFAOYSA-N benzyl benzoate hydrate Chemical compound O.C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 GCOFCRDDESKTHN-UHFFFAOYSA-N 0.000 claims description 2
- 239000011368 organic material Substances 0.000 claims 6
- 239000011147 inorganic material Substances 0.000 claims 5
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 claims 2
- 229960002903 benzyl benzoate Drugs 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000002425 crystallisation Methods 0.000 description 8
- 230000008025 crystallization Effects 0.000 description 8
- 239000000047 product Substances 0.000 description 7
- 238000010438 heat treatment Methods 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 238000007664 blowing Methods 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 229960004194 lidocaine Drugs 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000005711 Benzoic acid Substances 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- NNJVILVZKWQKPM-UHFFFAOYSA-N Lidocaine Chemical compound CCN(CC)CC(=O)NC1=C(C)C=CC=C1C NNJVILVZKWQKPM-UHFFFAOYSA-N 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- 235000019658 bitter taste Nutrition 0.000 description 2
- 238000005422 blasting Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000002178 crystalline material Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 230000004580 weight loss Effects 0.000 description 2
- 101150096316 5 gene Proteins 0.000 description 1
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 1
- LTUYUFLCSRXKBG-UHFFFAOYSA-N C(C1=CC=CC=C1)(=O)[O-].C1=C(C(=CC=C1NC(=O)C[NH3+])C)C Chemical compound C(C1=CC=CC=C1)(=O)[O-].C1=C(C(=CC=C1NC(=O)C[NH3+])C)C LTUYUFLCSRXKBG-UHFFFAOYSA-N 0.000 description 1
- 238000005169 Debye-Scherrer Methods 0.000 description 1
- 229960001413 acetanilide Drugs 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229960001610 denatonium benzoate Drugs 0.000 description 1
- 239000003398 denaturant Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 230000009970 fire resistant effect Effects 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 238000001665 trituration Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
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
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
- C07C237/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/94—Use of additives, e.g. for stabilisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/02—Monohydroxylic acyclic alcohols
- C07C31/08—Ethanol
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/04—Monocyclic monocarboxylic acids
- C07C63/06—Benzoic acid
- C07C63/08—Salts thereof
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12F—RECOVERY OF BY-PRODUCTS OF FERMENTED SOLUTIONS; DENATURED ALCOHOL; PREPARATION THEREOF
- C12F5/00—Preparation of denatured alcohol
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Biochemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Genetics & Genomics (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8113416 | 1981-04-30 | ||
| GB8113416 | 1981-04-30 | ||
| GB8124864 | 1981-08-14 | ||
| GB8124864 | 1981-08-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL8201797A true NL8201797A (nl) | 1982-11-16 |
Family
ID=26279307
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL8201797A NL8201797A (nl) | 1981-04-30 | 1982-04-29 | Quaternair ammoniumzout. |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US4438046A (fr) |
| AU (1) | AU548251B2 (fr) |
| CA (1) | CA1196928A (fr) |
| CH (1) | CH653010A5 (fr) |
| DE (1) | DE3215987A1 (fr) |
| FR (1) | FR2504922B1 (fr) |
| GB (1) | GB2097791B (fr) |
| IT (1) | IT1147862B (fr) |
| NL (1) | NL8201797A (fr) |
| SE (1) | SE8202713L (fr) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5776859A (en) * | 1995-11-15 | 1998-07-07 | Nickel; Alfred A. | Sodium channel active novel compounds and related processes and bioassay techniques |
| DE19714580A1 (de) * | 1997-04-09 | 1998-10-15 | Haarmann & Reimer Gmbh | Vergällungsmittel für Ethanol |
| US5891919A (en) * | 1997-09-19 | 1999-04-06 | Burlington Bio-Medical & Scientific Corp. | Denatonium capsaicinate and methods of producing the same |
| US7011843B2 (en) * | 1997-10-01 | 2006-03-14 | Lts Lohmann-Therapie Systeme Ag | Method for protecting a human being against health impairment by ingestion of a transdermal therapeutic system |
| US7632321B2 (en) * | 2001-11-01 | 2009-12-15 | Idatech, Llc | Fuel processing systems, fuel cell systems, and improved feedstocks therefor |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3080326A (en) | 1959-06-01 | 1963-03-05 | T & H Smith Ltd | Denatured alcohol |
| GB955309A (en) | 1959-11-20 | 1964-04-15 | Edinburgh Pharmaceutical Ind L | New quaternary salts and compositions containing them |
| US3080327A (en) | 1959-11-20 | 1963-03-05 | T & H Smith Ltd | Quaternary salts as denaturants for organic substances |
-
1982
- 1982-04-29 CH CH2613/82A patent/CH653010A5/fr not_active IP Right Cessation
- 1982-04-29 DE DE19823215987 patent/DE3215987A1/de not_active Withdrawn
- 1982-04-29 CA CA000401971A patent/CA1196928A/fr not_active Expired
- 1982-04-29 FR FR8207399A patent/FR2504922B1/fr not_active Expired
- 1982-04-29 US US06/372,850 patent/US4438046A/en not_active Expired - Fee Related
- 1982-04-29 NL NL8201797A patent/NL8201797A/nl not_active Application Discontinuation
- 1982-04-29 GB GB8212434A patent/GB2097791B/en not_active Expired
- 1982-04-29 SE SE8202713A patent/SE8202713L/xx not_active Application Discontinuation
- 1982-04-29 AU AU83135/82A patent/AU548251B2/en not_active Ceased
- 1982-04-29 IT IT48305/82A patent/IT1147862B/it active
Also Published As
| Publication number | Publication date |
|---|---|
| FR2504922B1 (fr) | 1985-11-22 |
| GB2097791A (en) | 1982-11-10 |
| DE3215987A1 (de) | 1982-12-02 |
| CA1196928A (fr) | 1985-11-19 |
| IT1147862B (it) | 1986-11-26 |
| CH653010A5 (fr) | 1985-12-13 |
| SE8202713L (sv) | 1982-10-31 |
| US4438046A (en) | 1984-03-20 |
| GB2097791B (en) | 1984-08-01 |
| FR2504922A1 (fr) | 1982-11-05 |
| AU548251B2 (en) | 1985-12-05 |
| IT8248305A0 (it) | 1982-04-29 |
| AU8313582A (en) | 1982-11-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A85 | Still pending on 85-01-01 | ||
| BV | The patent application has lapsed |