IT1165076B - 5-Pyridoxinyl ester derivs. of pharmaceutically active acids - useful as antiinflammatories, analgesics and antipyretics - Google Patents
5-Pyridoxinyl ester derivs. of pharmaceutically active acids - useful as antiinflammatories, analgesics and antipyreticsInfo
- Publication number
- IT1165076B IT1165076B IT2293279A IT2293279A IT1165076B IT 1165076 B IT1165076 B IT 1165076B IT 2293279 A IT2293279 A IT 2293279A IT 2293279 A IT2293279 A IT 2293279A IT 1165076 B IT1165076 B IT 1165076B
- Authority
- IT
- Italy
- Prior art keywords
- antiinflammatories
- propionic
- pyridoxinyl
- antipyretics
- analgesics
- Prior art date
Links
- 239000002253 acid Substances 0.000 title abstract 4
- 150000007513 acids Chemical class 0.000 title abstract 2
- 239000002260 anti-inflammatory agent Substances 0.000 title abstract 2
- 229940121363 anti-inflammatory agent Drugs 0.000 title abstract 2
- 230000003110 anti-inflammatory effect Effects 0.000 title abstract 2
- 230000001754 anti-pyretic effect Effects 0.000 title abstract 2
- 229940035676 analgesics Drugs 0.000 title 1
- 239000000730 antalgic agent Substances 0.000 title 1
- 239000002221 antipyretic Substances 0.000 title 1
- 229940125716 antipyretic agent Drugs 0.000 title 1
- 150000002148 esters Chemical class 0.000 title 1
- LXNHXLLTXMVWPM-UHFFFAOYSA-N pyridoxine Chemical compound CC1=NC=C(CO)C(CO)=C1O LXNHXLLTXMVWPM-UHFFFAOYSA-N 0.000 abstract 2
- 230000001562 ulcerogenic effect Effects 0.000 abstract 2
- CZFIJMPIIQHVJD-UHFFFAOYSA-N (2,2,8-trimethyl-4h-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol Chemical compound C1OC(C)(C)OC2=C1C(CO)=CN=C2C CZFIJMPIIQHVJD-UHFFFAOYSA-N 0.000 abstract 1
- 241000699670 Mus sp. Species 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 abstract 1
- 230000005923 long-lasting effect Effects 0.000 abstract 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 235000008160 pyridoxine Nutrition 0.000 abstract 1
- 239000011677 pyridoxine Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000001988 toxicity Effects 0.000 abstract 1
- 231100000419 toxicity Toxicity 0.000 abstract 1
- 229940011671 vitamin b6 Drugs 0.000 abstract 1
Landscapes
- Pyridine Compounds (AREA)
Abstract
Pyridoxine derivs. of formula (I) and their acid addn. salts are new: (R = H, or both R together are isopropylidene. R1 is the residue of one of the acids: 2-hydroxybenzoic, 2- (2,3-dimethylphenyl)amino benzoic, 4-allylloxy-3-chlorophenyl acetic, 2-(3-benzoylphenyl)propionic, 2-(4- isobutylphenyl) propionic, d-2-(6-methoxy-2-naphthyl)propionic, 2- 3-trifluoromethylphenylamino benzoic or 2- 3-trifluoromethylphenylamino nicotinic). They are made from isopropylidene-pyridoxine by reacting with an appropriate R1H deriv., then opt. hydrolysing. (I) are antiinflammatories, some also have analgesic and/or antipyretic effects. Compared with R1H they have lower toxicity and ulcerogenic effect, and have a partic. long-lasting action so smaller doses can be used. (I; R1 = 2-(4-isobutyphenyl)propionyl and both R = H; cpd. (Ia) has oral LD50 in mice >2g/kg and 50% ulcerogenic dose 365 mg/kg, c.f. 800 and 38 mg/kg for the corresp. acid.
Priority Applications (21)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT2293279A IT1165076B (en) | 1979-05-23 | 1979-05-23 | 5-Pyridoxinyl ester derivs. of pharmaceutically active acids - useful as antiinflammatories, analgesics and antipyretics |
US06/054,613 US4233304A (en) | 1978-07-31 | 1979-07-03 | Pyridoxine derivatives |
AU48643/79A AU514304B2 (en) | 1978-07-31 | 1979-07-04 | Pyridoxine derivatives |
YU1753/79A YU42488B (en) | 1978-07-31 | 1979-07-18 | Process for obtaining a new pyridoxine derivative |
NLAANVRAGE7905774,A NL185454C (en) | 1978-07-31 | 1979-07-25 | ESTER DERIVATIVE OF AN ANTI-INFLAMMATIC ACTIVE CARBONIC ACID, METHOD FOR PREPARING THE SAME AND PHARMACEUTICAL PREPARATION WITH ANTI-INFLAMMATIC EFFECT. |
AT0517679A AT373582B (en) | 1978-07-31 | 1979-07-26 | METHOD FOR PRODUCING NEW PYRIDOXINE DERIVATIVES AND THEIR SALTS |
GB7926223A GB2027022B (en) | 1978-07-31 | 1979-07-27 | Pyridoxine derivatives and their use |
CH6972/79A CH650774A5 (en) | 1978-07-31 | 1979-07-27 | PYRIDOXY DERIVATIVES FOR PHARMACOLOGICAL ACTIVITY. |
MX797079A MX155145A (en) | 1978-07-31 | 1979-07-30 | PROCEDURE FOR THE PREPARATION OF PIRIDOXINE DERIVATIVES |
NO792511A NO151933C (en) | 1978-07-31 | 1979-07-30 | ANALOGY PROCEDURE FOR THE PREPARATION OF ANTI-INFLAMMATORALLY EFFECTIVE PYRIDOX INGREDIATES |
DK320479A DK156651C (en) | 1978-07-31 | 1979-07-30 | METHOD OF ANALOGY FOR PREPARING PYRIDOXIN DERIVATIVES |
PT70002A PT70002A (en) | 1978-07-31 | 1979-07-30 | Process for preparing novel pyridoxine derivatives |
MX798273U MX5955E (en) | 1978-07-31 | 1979-07-30 | PROCEDURE FOR THE PREPARATION OF PIRIDOXINE DERIVATIVES |
SE7906440A SE431645B (en) | 1978-07-31 | 1979-07-30 | PYRIDOXIN DERIVATIVE AND PHARMACEUTICAL COMPOSITION WITH ANTI-INFLAMMATORY ACTIVITY AND ANY ANALGETIC AND / OR ANTI-PYRETIC ACTIVITY |
ES482949A ES482949A1 (en) | 1978-07-31 | 1979-07-30 | Pyridoxine derivatives |
DE19792931105 DE2931105A1 (en) | 1978-07-31 | 1979-07-31 | PYRIDOXINE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, MEDICINAL PRODUCTS CONTAINING THEM AND THEIR USE IN THE TREATMENT OF INFLAMMATION STATES |
FR7919714A FR2433516A1 (en) | 1978-07-31 | 1979-07-31 | PYRIDOXINS, THEIR PREPARATION AND THEIR THERAPEUTIC USES |
CA332,909A CA1123829A (en) | 1978-07-31 | 1979-07-31 | Pyridoxine derivatives |
US06/131,020 US4260613A (en) | 1978-07-31 | 1980-03-17 | Pyridoxine derivatives |
AT388582A AT373583B (en) | 1978-07-31 | 1982-10-22 | METHOD FOR PRODUCING NEW PYRIDOXINE DERIVATIVES AND THEIR SALTS |
YU322/83A YU42070B (en) | 1978-07-31 | 1983-02-11 | Process for obtaining a new pyridoxine derivative |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT2293279A IT1165076B (en) | 1979-05-23 | 1979-05-23 | 5-Pyridoxinyl ester derivs. of pharmaceutically active acids - useful as antiinflammatories, analgesics and antipyretics |
Publications (2)
Publication Number | Publication Date |
---|---|
IT7922932A0 IT7922932A0 (en) | 1979-05-23 |
IT1165076B true IT1165076B (en) | 1987-04-22 |
Family
ID=11202022
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IT2293279A IT1165076B (en) | 1978-07-31 | 1979-05-23 | 5-Pyridoxinyl ester derivs. of pharmaceutically active acids - useful as antiinflammatories, analgesics and antipyretics |
Country Status (1)
Country | Link |
---|---|
IT (1) | IT1165076B (en) |
-
1979
- 1979-05-23 IT IT2293279A patent/IT1165076B/en active
Also Published As
Publication number | Publication date |
---|---|
IT7922932A0 (en) | 1979-05-23 |
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TA | Fee payment date (situation as of event date), data collected since 19931001 |
Effective date: 19950504 |