Analgesic composition of pyrazolo(1,5-A) pyrimidines

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Patent

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

A61K 31505

Patent

active

058439510

DESCRIPTION:

BRIEF SUMMARY
This application is a 371 of PCT/JP96/02759, filed Sep. 24, 1996.


TECHNICAL FIELD

The present invention relates to novel analgesic compositions comprising as derivative.


DISCLOSURE OF THE INVENTION

The object of this invention is to provide novel analgesic compositions which exhibit potent analgesic activity and are effective for alleviating various types of pain such as postoperative pain, migraine, gout, neurogenic pain, cancerous pain and chronic pain.
The above object can be achieved with an analgesic composition comprising as an active ingredient a specific pyrimidine derivative represented by one of the following formulas (1) to (3): ##STR2## wherein R.sup.11 represents hydrogen, lower alkyl, pyridyl, furyl, thienyl, phenyl optionally having lower alkyl or phenylthio as a substituent, N-(lower)alkylpyrrolyl or pyrazinyl; R.sup.12 represents hydrogen, halogen, phenyl, phenyl having halogen, phenylthio or trifluoromethyl as a substituent, phenyl having trifluoromethyl and nitro as substituents, or phenyl having lower-alkoxy and phenylthio as substituents; R.sup.13 represents hydrogen, lower alkyl optionally having oxo, ethylenedioxy, lower alkanoyloxy, lower alkoxy, lower alkylthio, carboxyl, halogen or thienyl as a substituent, lower alkenyl, cycloalkyl, or phenyl optionally having 1 to 3 substituents selected from the group consisting of lower alkyl, halogen and lower alkoxy, furyl or thienyl; R.sup.14 represents hydrogen, carboxyl, lower alkoxycarbonyl, nitro, halogen, or lower alkyl having lower alkoxycarbonyl or the residue of an alkali metal salt of carboxylic acid as a substituent; R.sup.13 and R.sup.14 may conjointly form lower alkylene; R.sup.15 represents hydrogen, alkali metal, lower alkyl, phenyl optionally having 1 to 3 substituents selected from the group consisting of lower alkyl and lower alkoxy, pyridyl optionally having lower alkyl or halogen as a substituent, quinolyl or isoquinolyl; and A represents a single bond or lower alkylene; ##STR3## wherein R.sup.21 represents hydrogen, phenyl, N-(lower)alkylpyrrolyl or pyridyl; R.sup.22 represents hydrogen; R.sup.23 represents hydrogen, lower alkyl or hydroxyl; R.sup.24 represents hydrogen or cyano; R.sup.23 and R.sup.24 may conjointly form lower alkylene or --C(NH.sub.2).dbd.N--N(CH.sub.3)--; and R.sup.26 represents lower alkyl, lower alkoxycarbonyl, 4-phenylthiobenzyl, 2-propynyl, 2-piperidinocarbonylethyl or 5-dimethylaminocarbonylpentyl; and ##STR4## wherein R.sup.31 represents hydrogen or N-(lower)alkylpyrrolyl; R.sup.32 represents hydrogen; R.sup.33 represents lower alkyl; R.sup.34 represents cyano; R.sup.33 and R.sup.34 may conjointly form .dbd.C(NH.sub.2)--N(CH.sub.3)--N.dbd.; and R.sup.36 represents hydrogen or lower alkyl.
The analgesic compositions of the invention exhibit highly potent analgesic activity and are effective for relieving various types of pain such as postoperative pain, migraine, gout, neurogenic pain and cancerous pain. These analgesic compositions produce no side effects typically seen in conventional analgesics and have no danger of causing hallucination, derangement, addiction or habituation.
Examples of each group in formulas (1) to (3) are as follows, the formulas representing the active ingredient compounds in the analgesic compositions of the invention.
The lower alkyl group includes straight- or branched-chain lower alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl and hexyl.
The pyridyl group includes 2-pyridyl, 3-pyridyl and 4-pyridyl; the furyl group includes 2-furyl and 3-furyl; and the thienyl group includes 2-thienyl and 3-thienyl.
The phenyl group optionally having lower alkyl or phenylthio as a substituent includes phenyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 2-ethylphenyl, 4-ethylphenyl, 4-butylphenyl, 4-hexylphenyl, 2-phenylthiophenyl, 3-phenylthiophenyl, 4-phenylthiophenyl and the like.
The N-(lower)alkylpyrrolyl group includes N-methyl-2-pyrrolyl, N-methyl-3-pyrrolyl, N-ethyl-2-pyrrolyl, N-butyl-3-pyrrolyl, N-hexyl-2-pyrrolyl and the li

REFERENCES:
Journal of Medicinal Chemistry, Dec. 1983, vol. 26, No. 12, pp. 1706-1709, Nonsteroidal Antiinflammatory Drugs Devoid of Ulcerogenic Activity".
Journal of Pharmaceutical Sciences, May 1983, vol. 82, No. 5, pp. 480-486, Bruni, et al., "Synthesis and Study of the Anti-inflammatory Properties of
Pharmacological Research Communications, 1986, vol. 18, No. 3, pp. 241-256, Pirisino, et al., "Pharmacological Activity of FPP028 Anti-inflammatory Agent".
Pirisino et al., Chemical Abstracts, vol. 95, No. 15, Oct. 12, 1981, abstract No. 125870b.
Otsuka Pharmaceutical Factory, Patent Abstract of Japan, vol. 096, No. 005, May 31, 1996, referencing JP 08 003167.
Otsuka Pharmaceutical Factory, Patent Abstract of Japan, vol. 017, No. 291, Jun. 4, 1993 referencing JP 05 017470.
Takamizawa et al., Chemical Abstracts, vol. 72, No. 15, Apr. 13, 1970, abstract No. 79088c.
Vettori et al., Chemical Abstracts, vol. 95, No. 15, Oct. 12, 1981, abstract No. 132797m.
Otsuka Pharmaceutical Factory, Patent Abstract of Japan, vol. 96, No. 003, Mar. 29, 1996 referencing JP 07 309872.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Analgesic composition of pyrazolo(1,5-A) pyrimidines does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Analgesic composition of pyrazolo(1,5-A) pyrimidines, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Analgesic composition of pyrazolo(1,5-A) pyrimidines will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-2395861

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.