GB903718A - Process for the production of basic derivatives of salicylamide which form salts which are easily soluble in water - Google Patents
Process for the production of basic derivatives of salicylamide which form salts which are easily soluble in waterInfo
- Publication number
- GB903718A GB903718A GB2916558A GB2916558A GB903718A GB 903718 A GB903718 A GB 903718A GB 2916558 A GB2916558 A GB 2916558A GB 2916558 A GB2916558 A GB 2916558A GB 903718 A GB903718 A GB 903718A
- Authority
- GB
- United Kingdom
- Prior art keywords
- salicylamide
- salts
- production
- water
- alkyl
- 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
- SKZKKFZAGNVIMN-UHFFFAOYSA-N Salicilamide Chemical class NC(=O)C1=CC=CC=C1O SKZKKFZAGNVIMN-UHFFFAOYSA-N 0.000 title abstract 4
- 150000003839 salts Chemical class 0.000 title abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- IASVOTKMXTUPSU-UHFFFAOYSA-N 2-hydroxybenzoyl azide Chemical compound OC1=CC=CC=C1C(=O)N=[N+]=[N-] IASVOTKMXTUPSU-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 abstract 2
- XSXYESVZDBAKKT-UHFFFAOYSA-N 2-hydroxybenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1O XSXYESVZDBAKKT-UHFFFAOYSA-N 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 230000001741 anti-phlogistic effect Effects 0.000 abstract 1
- 230000001754 anti-pyretic effect Effects 0.000 abstract 1
- 239000002221 antipyretic Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000004985 diamines Chemical class 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 238000002347 injection Methods 0.000 abstract 1
- 239000007924 injection Substances 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 229960000581 salicylamide Drugs 0.000 abstract 1
- 235000010288 sodium nitrite Nutrition 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000000829 suppository Substances 0.000 abstract 1
- 239000006188 syrup Substances 0.000 abstract 1
- 235000020357 syrup Nutrition 0.000 abstract 1
- 239000003826 tablet Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/56—Nitrogen atoms
- C07D211/58—Nitrogen atoms attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/12—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
- C07D217/18—Aralkyl radicals
- C07D217/20—Aralkyl radicals with oxygen atoms directly attached to the aromatic ring of said aralkyl radical, e.g. papaverine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D277/28—Radicals substituted by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/13—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The substituted salicylamides of the parent Specification are prepared by reacting salicylic acid azide or salicylamide with a diamine of the formula R1NH.X.NR2R3 (wherein R1 is hydrogen or C1-C4 alkyl, X is alkylene of 2 or 3 carbon atoms and R2 and R3 are C1-C4 alkyl or, together with N, form a saturated heterocyclic ring). Examples are given and salts of the products with organic and inorganic acids are described. Salicylic acid azide is prepared by treating salicoyl hydrazide in hydrochloric acid with sodium nitrite. The substituted salicylamides, which are stated to have analgetic, antipyretic and antiphlogistic action, may be formulated as pharmaceutical compositions. Aqueous injection solutions of the salts are described, and tablets, suppositories and syrups are also referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEK32913A DE1098001B (en) | 1957-09-12 | 1957-09-12 | Process for the preparation of N- (Diaethylaminoalkyl) -salicylamiden |
Publications (1)
Publication Number | Publication Date |
---|---|
GB903718A true GB903718A (en) | 1962-08-15 |
Family
ID=7219583
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2916558A Expired GB903718A (en) | 1957-09-12 | 1958-09-11 | Process for the production of basic derivatives of salicylamide which form salts which are easily soluble in water |
Country Status (4)
Country | Link |
---|---|
AT (1) | AT210405B (en) |
DE (1) | DE1098001B (en) |
FR (1) | FR1238239A (en) |
GB (1) | GB903718A (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH399486A (en) * | 1962-10-02 | 1965-09-30 | Biosedra Lab | Process for the preparation of new salicylamides |
US3506758A (en) * | 1964-03-10 | 1970-04-14 | Colgate Palmolive Co | Substantive sunscreening compositions |
US3723416A (en) * | 1967-04-03 | 1973-03-27 | Ile De France | Substituted 2-arylalkyloxy benzamides |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH93431A (en) * | 1919-10-15 | 1922-03-01 | Faust Edwin Stanton Dr Prof | Process for the preparation of a soluble derivative of camphor. |
CH107202A (en) * | 1923-07-17 | 1924-10-01 | Chem Ind Basel | Process for the preparation of a unilaterally acylated derivative of ethylene diamine. |
CH107782A (en) * | 1923-07-17 | 1924-11-17 | Chem Ind Basel | Process for the preparation of a unilaterally acylated derivative of ethylene diamine. |
CH107776A (en) * | 1923-07-17 | 1924-11-17 | Chem Ind Basel | Process for the preparation of a unilaterally acylated derivative of ethylene diamine. |
DE881946C (en) * | 1950-06-14 | 1953-07-06 | Basf Ag | Process for the preparation of monoacyl derivatives of 1,2-alkylenediamines |
US2691041A (en) * | 1953-05-21 | 1954-10-05 | Sterling Drug Inc | N-(tertiary-aminoalkyl)-2-substituted-4-nitrobenzamides and their salts |
-
1957
- 1957-09-12 DE DEK32913A patent/DE1098001B/en active Pending
-
1958
- 1958-09-08 FR FR774021A patent/FR1238239A/en not_active Expired
- 1958-09-11 GB GB2916558A patent/GB903718A/en not_active Expired
- 1958-09-12 AT AT639158A patent/AT210405B/en active
Also Published As
Publication number | Publication date |
---|---|
DE1098001B (en) | 1961-01-26 |
AT210405B (en) | 1960-08-10 |
FR1238239A (en) | 1960-08-12 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB903718A (en) | Process for the production of basic derivatives of salicylamide which form salts which are easily soluble in water | |
GB1061306A (en) | 4-substituted-2-benzhydryl-2-butanol derivatives | |
GB915804A (en) | Process for the production of basically substituted carboxylic acid amides | |
GB939901A (en) | Improvements in or relating to amino pyrazoles | |
ES319653A1 (en) | A procedure for the preparation of imidazole derivatives. (Machine-translation by Google Translate, not legally binding) | |
ES334953A1 (en) | A process for the preparation of 3-nitro-4-halophenol derivatives | |
ES272079A1 (en) | Procedure for the production of heterocyclic compounds (Machine-translation by Google Translate, not legally binding) | |
ES385774A1 (en) | Procedure for the preparation of new 2- (5-nitro-2- furil) -the (3,2-d) pyrimidines. (Machine-translation by Google Translate, not legally binding) | |
ES396857A1 (en) | 2,2-diphenyl-2-propargylacetamides | |
GB854950A (en) | Process for the production of heterocyclic carboxylic acids of the pyrazole series, as well as their esters and salts | |
GB982249A (en) | Amides of 2-acetoxy 3,5-diisopropylbenzoic acid and the preparation thereof | |
GB856370A (en) | Improvements in and relating to cinnolines | |
ES327402A1 (en) | Procedure for the preparation of new guanidine derivatives. (Machine-translation by Google Translate, not legally binding) | |
ES360858A1 (en) | Procedure for the preparation of new derivatives of tiazepine. (Machine-translation by Google Translate, not legally binding) | |
GB1062070A (en) | Thienyl glycolic acid derivatives | |
ES240530A1 (en) | A procedure for the production of new heterociclic compounds (Machine-translation by Google Translate, not legally binding) | |
GB1055060A (en) | Process for producing alpha hydroxy-glutaronitrile and its alkyl-substitute derivatives | |
GR26405B (en) | METHOD FOR THE MANUFACTURE OF PYRAZOLE PRODUCERS. | |
ES224019A1 (en) | A procedure for the preparation of derivatives of esters and amidas of the amino-benzoic acid (Machine-translation by Google Translate, not legally binding) | |
GB1067806A (en) | Improvements in or relating to the production of isoxazole compounds and the products thereof | |
GB895693A (en) | Derivatives of amino acids | |
GB997011A (en) | Improvements in or relating to thraxanthene derivatives | |
ES364703A1 (en) | Procedure for the preparation of new derivatives of sulfanilamide. (Machine-translation by Google Translate, not legally binding) | |
ES287549A1 (en) | Procedure for the production of N- (2,3-dimethylene) -antranilic acid and its salts (Machine-translation by Google Translate, not legally binding) | |
ES383108A1 (en) | Procedure for the preparation of new derivatives of dibenzociclopropapenteen. (Machine-translation by Google Translate, not legally binding) |