PL48173B1 - - Google Patents
Download PDFInfo
- Publication number
- PL48173B1 PL48173B1 PL100158A PL10015862A PL48173B1 PL 48173 B1 PL48173 B1 PL 48173B1 PL 100158 A PL100158 A PL 100158A PL 10015862 A PL10015862 A PL 10015862A PL 48173 B1 PL48173 B1 PL 48173B1
- Authority
- PL
- Poland
- Prior art keywords
- carried out
- condensation
- dihydroxybenzene
- environment
- formula
- Prior art date
Links
- 230000005494 condensation Effects 0.000 claims description 9
- 238000009833 condensation Methods 0.000 claims description 7
- -1 p-dihydroxybenzene sulfone Chemical class 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 6
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-Benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 5
- LSNNMFCWUKXFEE-UHFFFAOYSA-M bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 125000005210 alkyl ammonium group Chemical group 0.000 claims description 3
- 150000002500 ions Chemical class 0.000 claims description 3
- 206010018987 Haemorrhage Diseases 0.000 description 7
- 230000000740 bleeding Effects 0.000 description 7
- 231100000319 bleeding Toxicity 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- LSNNMFCWUKXFEE-UHFFFAOYSA-L Sulphite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 5
- 230000023555 blood coagulation Effects 0.000 description 5
- 238000002347 injection Methods 0.000 description 4
- 239000007924 injection Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 229940005561 1,4-benzoquinone Drugs 0.000 description 3
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 2
- HPNMFZURTQLUMO-UHFFFAOYSA-N Diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 2
- 241000283973 Oryctolagus cuniculus Species 0.000 description 2
- 230000001476 alcoholic Effects 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N benzohydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 230000015271 coagulation Effects 0.000 description 2
- 238000005345 coagulation Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N n-butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- RAHZWNYVWXNFOC-UHFFFAOYSA-N sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- 230000001225 therapeutic Effects 0.000 description 2
- 229940088623 Biologically Active Substance Drugs 0.000 description 1
- 206010018910 Haemolysis Diseases 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Tris Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000002364 anti-haemorrhagic Effects 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- WXQWKYFPCLREEY-UHFFFAOYSA-O azanium;ethanol Chemical compound [NH4+].CCO.CCO.CCO WXQWKYFPCLREEY-UHFFFAOYSA-O 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-O diethylazanium Chemical compound CC[NH2+]CC HPNMFZURTQLUMO-UHFFFAOYSA-O 0.000 description 1
- 230000000440 effect on coagulation Effects 0.000 description 1
- 230000002949 hemolytic Effects 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 238000010253 intravenous injection Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 235000019796 monopotassium phosphate Nutrition 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- BDJXVNRFAQSMAA-UHFFFAOYSA-N quinhydrone Chemical compound OC1=CC=C(O)C=C1.O=C1C=CC(=O)C=C1 BDJXVNRFAQSMAA-UHFFFAOYSA-N 0.000 description 1
- 229940052881 quinhydrone Drugs 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 231100000730 tolerability Toxicity 0.000 description 1
- 230000002588 toxic Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N triclene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL48173B1 true PL48173B1 (es) | 1964-04-15 |
Family
ID=
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP3523284B2 (ja) | ３，５−置換ベンゾイルグアニジン、その製造方法およびそれを含有する医薬 | |
| US3261859A (en) | Basically substituted phenyl acetonitrile compounds | |
| CA1175047A (en) | Xanthates | |
| UA76339C2 (en) | Heterocyclic compounds inhigiting leucocyte adhesion mediated by integrin | |
| PL184570B1 (pl) | Nowe sulfonoimidoamidy sposób ich wytwarzania środek farmaceutyczny oraz zastosowanie sulfonoimidoamidów do wytwarzania leku | |
| KR20020015382A (ko) | 포스페이트 수송 억제제 | |
| US5679695A (en) | Aryl and heteroaryl compounds having anti-retrovirus activity | |
| EP0748795B1 (de) | Substituierte Benzyloxycarbonylguanidine als Natrium-protonen Antiporter-Inhibitoren, Verfahren zu ihrer Herstellung, ihre Verwendung als Medikament oder Diagnostikum, sowie sie enthaltendes Medikament | |
| CA1266271A (en) | 2,5-diaryl tetrahydrothiophenes and analogs thereof as paf-antagonists | |
| PT89311B (pt) | Processo para a preparacao de novos aminoalcoxi-p-benzonitrilos substituidos utilizaveis como agentes antiarritmicos e de composicoes farmaceuticas que os contem | |
| JPH0278674A (ja) | アセタゾールアミド関連化合物 | |
| DE2602643A1 (de) | 1,2-benzisothiazolinone-3, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel | |
| KR20020093983A (ko) | 포스페이트 수송 억제제 | |
| PL106752B1 (pl) | Sposob otrzymywania nowych 1-nitro-9-alkiloaminoalkiloaminoakrydyn lub ich soli | |
| EP0291269A2 (en) | Anti-tumour sulfonyl urea derivatives | |
| PL48173B1 (es) | ||
| KR100446565B1 (ko) | 치환된벤젠설포닐티오우레아,이의제조방법및이를포함하는약제학적조성물 | |
| DE2546319C2 (de) | Cyclohexylphenyl-Derivate, Verfahren zu deren Herstellung und diese enthaltende Mittel | |
| FI107917B (fi) | Menetelmä terapeuttisesti käyttökelpoisten 2-okso-3-pyrrolinyylikarboksiamidoetyylibentseenisulfonyylivirtsa-aine- ja tiovirtsa-ainejohdannaisten valmistamiseksi | |
| DE1620629A1 (de) | Verbindungen mit mucolytischer Aktivitaet und sie enthaltende Mittel und Verfahren zu ihrer Herstellung | |
| EP1658266B1 (de) | Pentafluorosulfanylphenyl-substituierte benzoylguanidine, verfahren zu ihrer herstellung, ihre verwendung als medikament oder diagnostikum sowie sie enthaltendes medikament | |
| US3351526A (en) | Process for reducing blood coagulation time by administering therapeutically active derivatives of dihydroxyben-zene-sulfonates | |
| CH669196A5 (de) | Triazolopyrimidine und verfahren zu ihrer herstellung. | |
| DE68910282T2 (de) | Acylaminoalkylpyridinamide als Inhibitoren der Tumormetastasierung. | |
| Millington et al. | Toxic Fluorine Compounds. VIII. 1 ι-Fluoroalkanesulfonyl Chlorides and Fluorides |