JPS5836960B2 - １−β−Ｄ−リボフラノシル−１．２．４−トリアゾ−ル−３−カルボキシアミドの製法 - Google Patents
１−β−Ｄ−リボフラノシル−１．２．４−トリアゾ−ル−３−カルボキシアミドの製法Info
- Publication number
- JPS5836960B2 JPS5836960B2 JP49028432A JP2843274A JPS5836960B2 JP S5836960 B2 JPS5836960 B2 JP S5836960B2 JP 49028432 A JP49028432 A JP 49028432A JP 2843274 A JP2843274 A JP 2843274A JP S5836960 B2 JPS5836960 B2 JP S5836960B2
- Authority
- JP
- Japan
- Prior art keywords
- triazole
- carboxamide
- ribofuranosyl
- antiviral
- compound
- 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
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- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 208000037797 influenza A Diseases 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- MXKVSGUGOTYIEA-SGHJDCIMSA-N methyl (2e,4e)-hexa-2,4-dienoate;potassium Chemical compound [K].COC(=O)\C=C\C=C\C MXKVSGUGOTYIEA-SGHJDCIMSA-N 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
- 229960002216 methylparaben Drugs 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 231100001224 moderate toxicity Toxicity 0.000 description 1
- 210000003205 muscle Anatomy 0.000 description 1
- RPMBQFASZSFPQD-UHFFFAOYSA-N n'-amino-1-cyanomethanimidamide Chemical compound NNC(=N)C#N RPMBQFASZSFPQD-UHFFFAOYSA-N 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- PGSADBUBUOPOJS-UHFFFAOYSA-N neutral red Chemical compound Cl.C1=C(C)C(N)=CC2=NC3=CC(N(C)C)=CC=C3N=C21 PGSADBUBUOPOJS-UHFFFAOYSA-N 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 125000003835 nucleoside group Chemical group 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 229940049954 penicillin Drugs 0.000 description 1
- 210000003899 penis Anatomy 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000002504 physiological saline solution Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229940057838 polyethylene glycol 4000 Drugs 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 description 1
- 235000010989 polyoxyethylene sorbitan monostearate Nutrition 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000001044 red dye Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 208000023504 respiratory system disease Diseases 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 229950004959 sorbitan oleate Drugs 0.000 description 1
- 229940084106 spermaceti Drugs 0.000 description 1
- 239000012177 spermaceti Substances 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 239000012086 standard solution Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000003696 stearoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229960005322 streptomycin Drugs 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000009495 sugar coating Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 210000001541 thymus gland Anatomy 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 229940100615 topical ointment Drugs 0.000 description 1
- 239000012049 topical pharmaceutical composition Substances 0.000 description 1
- 231100000820 toxicity test Toxicity 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- 241000712461 unidentified influenza virus Species 0.000 description 1
- 210000001215 vagina Anatomy 0.000 description 1
- 229940044959 vaginal cream Drugs 0.000 description 1
- 239000000522 vaginal cream Substances 0.000 description 1
- 239000006216 vaginal suppository Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
- C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
- C07H13/04—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/056—Triazole or tetrazole radicals
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/26—Preparation of nitrogen-containing carbohydrates
- C12P19/28—N-glycosides
- C12P19/38—Nucleosides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Molecular Biology (AREA)
- Zoology (AREA)
- General Chemical & Material Sciences (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- Oncology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Communicable Diseases (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Virology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US340332A US3927216A (en) | 1971-06-01 | 1973-03-12 | 1,2,4-Triazol E-3-carboxamides for inhibiting virus infections |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5029720A JPS5029720A (enrdf_load_stackoverflow) | 1975-03-25 |
| JPS5836960B2 true JPS5836960B2 (ja) | 1983-08-12 |
Family
ID=23332899
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP49028432A Expired JPS5836960B2 (ja) | 1973-03-12 | 1974-03-12 | １−β−Ｄ−リボフラノシル−１．２．４−トリアゾ−ル−３−カルボキシアミドの製法 |
| JP58069292A Expired JPS5915886B2 (ja) | 1973-03-12 | 1983-04-21 | ウイルス感染症の進展を阻止する獣医用薬剤 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58069292A Expired JPS5915886B2 (ja) | 1973-03-12 | 1983-04-21 | ウイルス感染症の進展を阻止する獣医用薬剤 |
Country Status (15)
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2940654A1 (de) * | 1979-10-06 | 1981-04-16 | Bayer Ag, 5090 Leverkusen | Dimeres keten der 1,2,,-triazol-3-carbonsaeure |
| EP0034481B1 (en) * | 1980-02-14 | 1984-05-30 | Grigg, Ronald Ernest | 2-methyl-5-thiazole-methylamine and carboxamide derivatives |
| FI70425C (fi) * | 1980-04-23 | 1986-09-19 | Wellcome Found | Foerfarande foer framstaellning av 4-substituerade 1-beta-ribofuranosyl-1h-imidazo/4,5-c/pyridiner |
| JPS57146593A (en) * | 1981-03-09 | 1982-09-10 | Ajinomoto Co Inc | Preparation of ribofuranosyltriazole derivative |
| BE902199A (fr) * | 1984-10-29 | 1985-07-31 | Vira Tek Inc | Procede de traitement medical de maladies virales utilisant le 1-beta-d-ribofurannosyl-1, 2,4-triazole-3-carboxamide. |
| JPS62165096A (ja) * | 1986-01-14 | 1987-07-21 | Hitachi Ltd | 給油装置 |
| JPWO2009028573A1 (ja) | 2007-08-27 | 2010-12-09 | 国立大学法人名古屋大学 | 血液凝固障害におけるリバビリンの利用 |
| US20110045535A1 (en) | 2007-08-27 | 2011-02-24 | National University Corporation Nagoya University | Activator for Blood Coagulation Factor VII Promoter and Utilization of the Same |
-
1974
- 1974-01-01 AR AR252737A patent/AR205339A1/es active
- 1974-03-11 NO NO740841A patent/NO138376C/no unknown
- 1974-03-11 FR FR7408233A patent/FR2221138B1/fr not_active Expired
- 1974-03-11 GB GB1078374A patent/GB1427304A/en not_active Expired
- 1974-03-11 IL IL44394A patent/IL44394A0/xx unknown
- 1974-03-11 IE IE00506/74A patent/IE38987B1/xx unknown
- 1974-03-12 NL NL7403289A patent/NL7403289A/xx not_active Application Discontinuation
- 1974-03-12 PH PH15614A patent/PH12043A/en unknown
- 1974-03-12 BE BE141915A patent/BE812191A/xx unknown
- 1974-03-12 CH CH343674A patent/CH602785A5/xx not_active IP Right Cessation
- 1974-03-12 JP JP49028432A patent/JPS5836960B2/ja not_active Expired
- 1974-03-12 DE DE2411823A patent/DE2411823A1/de active Pending
- 1974-03-12 ES ES424201A patent/ES424201A1/es not_active Expired
- 1974-03-12 ZA ZA00741610A patent/ZA741610B/xx unknown
- 1974-03-12 LU LU69626A patent/LU69626A1/xx unknown
-
1975
- 1975-12-03 FR FR7537057A patent/FR2289520A1/fr active Granted
-
1977
- 1977-08-29 IL IL52848A patent/IL52848A0/xx unknown
-
1983
- 1983-04-21 JP JP58069292A patent/JPS5915886B2/ja not_active Expired
-
1985
- 1985-11-19 BE BE0/215891A patent/BE903675Q/fr not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| IL52848A0 (en) | 1977-10-31 |
| CH602785A5 (enrdf_load_stackoverflow) | 1978-08-15 |
| DE2411823A1 (de) | 1974-09-26 |
| JPS5915886B2 (ja) | 1984-04-12 |
| ES424201A1 (es) | 1976-05-01 |
| LU69626A1 (enrdf_load_stackoverflow) | 1974-08-06 |
| BE812191A (fr) | 1974-07-01 |
| FR2289520A1 (fr) | 1976-05-28 |
| NO740841L (no) | 1974-09-13 |
| IE38987L (en) | 1974-09-12 |
| BE903675Q (fr) | 1986-05-20 |
| IL44394A0 (en) | 1974-06-30 |
| AU6670874A (en) | 1975-09-18 |
| GB1427304A (en) | 1976-03-10 |
| ZA741610B (en) | 1975-02-26 |
| JPS58219115A (ja) | 1983-12-20 |
| NL7403289A (enrdf_load_stackoverflow) | 1974-09-16 |
| FR2221138B1 (enrdf_load_stackoverflow) | 1978-07-28 |
| PH12043A (en) | 1978-10-18 |
| JPS5029720A (enrdf_load_stackoverflow) | 1975-03-25 |
| AR205339A1 (es) | 1976-04-30 |
| NO138376C (no) | 1978-08-23 |
| NO138376B (no) | 1978-05-16 |
| FR2221138A1 (enrdf_load_stackoverflow) | 1974-10-11 |
| FR2289520B1 (enrdf_load_stackoverflow) | 1978-05-12 |
| IE38987B1 (en) | 1978-07-05 |
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