GB1119886A - Analgesic compositions - Google Patents
Analgesic compositionsInfo
- Publication number
- GB1119886A GB1119886A GB3084766A GB3084766A GB1119886A GB 1119886 A GB1119886 A GB 1119886A GB 3084766 A GB3084766 A GB 3084766A GB 3084766 A GB3084766 A GB 3084766A GB 1119886 A GB1119886 A GB 1119886A
- Authority
- GB
- United Kingdom
- Prior art keywords
- lower alkyl
- phenyl
- dioxolane
- cis
- trans
- 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
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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
- A61K31/52—Purines, e.g. adenine
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
-
- 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
- A61K31/60—Salicylic acid; Derivatives thereof
-
- 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
- A61K31/60—Salicylic acid; Derivatives thereof
- A61K31/618—Salicylic acid; Derivatives thereof having the carboxyl group in position 1 esterified, e.g. salsalate
- A61K31/621—Salicylic acid; Derivatives thereof having the carboxyl group in position 1 esterified, e.g. salsalate having the hydroxy group in position 2 esterified, e.g. benorylate
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
4 - (Di - lower alkyl) - aminomethyl - 2 - (lower alkyl) - 1,3 - dioxolanes, 4 - piperidinomethyl - 2,2-diphenyl-1,3 -dioxolane and 4-morpholino-methyl-2,2-dimethyl-1,3-dioxolane are prepared by the method of Specification 601,612 which teaches treatment of the corresponding 4-halomethyl derivative with a secondary amine. Substituted dioxolanes of Formula I <FORM:1119886/C2/1> where R1 and R2 are lower alkyl, or -NR1R2 is a heterocyclic radical, R3 is hydrogen, lower alkyl or phenyl, and R4 is lower alkyl or phenyl, and wherein the phenyl groups may be substituted by one or more halogen atoms, lower alkyl or lower alkoxy groups, are obtained by reacting a 4-chloromethyl compound with a secondary amine. Compounds of Formula I above wherein the 2-position bears a single substituent or two different substituents may be resolved into their pure isomeric forms, or these isomeric forms may be synthesized, e.g. D-, L- or DL-mannitol is treated with acetone and zinc chloride, the corresponding D-, L- or DL-isomer of 1,2,5,6-di-isopropylidene mannitol thus obtained is treated with lead tetra-acetate in the presence of sodium borohydride, the L-, D- or LD-isomer of isopropylidene glycerol thus formed is treated with p-toluene sulphonyl chloride and the tosylate obtained treated with acetaldehyde to form L-, D- or LD-4-hydroxymethyl-2-methyl-1,3 -dioxolane as a mixture of the cis- and trans-stereoisomers. Treatment with dimethylamine yields the cis-trans-D-, cis-trans-L-, or cis-trans-D,L-4-dimethylaminomethyl - 2 - methyl - 1,3 - dioxolane, the cis- and trans-isomers being separated by distillation, the low-boiling fraction being designated the cis-isomer.ALSO:An analgesic composition comprises a substituted 1, 3-dioxalane having the formula <FORM:1119886/A5-A6/1> wherein R1 and R2 are lower alkyl groups or when linked together with the amino nitrogen atom form a heterocyclic radical such as the pyrrolidino, piperidino, morpholino, piperazino, or thiomorpholino radical, wherein R3 is hydrogen, a lower alkyl group or a phenyl group; R4 is a lower alkyl group or a phenyl group; said phenyl groups when present optionally bearing one or more lower alkyl, lower alkoxy or halo groups ("lower" indicating both straight and branched chain radicals containing from 1 to 6 carbon atoms); together with one or more pharmacologically active analgesic components (e.g. phenacetin), or an N-lower alkyl-4-phenyl-4-carbo lower alkoxy piperidine, wherein the phenyl group may bear one or more lower alkyl, lower alkoxy or halo substituents (e.g. N-methyl-4-phenyl-4-carbethoxy piperidine). The composition may also include caffeine or aspirin or a mixture thereof. The substituted 1, 3-dioxolane may be present as a salt of hydrochloric, phosphoric, sulphuric, citric or maleic acids; and the N-lower alkyl-4-phenyl-4-carbo lower alkoxy-piperidine may be present as a non-toxic pharmaceutically acceptable salt e.g. the hydrochloride. The compositions may be in unit dosage forms such as tablets, suspensions, solutions and suppositories and may be p administered orally, parentally or rectally. Preferred substituted 1, 3-dioxolanes are 4-dimethylaminomethyl-2-methyl-1, 3-dioxolane and various isomers thereof, 4-piperidinomethyl-2, 2-diphenyl-1, 3-dioxolane and 4-morpholinomethyl-2, 2-dimethyl-1, 3-dioxolane.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US47093165A | 1965-07-09 | 1965-07-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1119886A true GB1119886A (en) | 1968-07-17 |
Family
ID=23869641
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3084766A Expired GB1119886A (en) | 1965-07-09 | 1966-07-08 | Analgesic compositions |
Country Status (3)
Country | Link |
---|---|
FR (1) | FR5803M (en) |
GB (1) | GB1119886A (en) |
NL (1) | NL6609579A (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4060532A (en) | 1972-03-15 | 1977-11-29 | Ici United States Inc. | Halogenated dioxolane tranquilizers |
US3996376A (en) | 1972-03-28 | 1976-12-07 | Ici United States Inc. | Halogenated dioxolane tranquilizers |
-
1966
- 1966-07-08 GB GB3084766A patent/GB1119886A/en not_active Expired
- 1966-07-08 NL NL6609579A patent/NL6609579A/xx unknown
- 1966-10-07 FR FR68825A patent/FR5803M/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
FR5803M (en) | 1968-02-19 |
NL6609579A (en) | 1967-01-10 |
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