GB1116388A - Cycloaliphatic pyrimidines and process for their manufacture - Google Patents
Cycloaliphatic pyrimidines and process for their manufactureInfo
- Publication number
- GB1116388A GB1116388A GB44046/66A GB4404666A GB1116388A GB 1116388 A GB1116388 A GB 1116388A GB 44046/66 A GB44046/66 A GB 44046/66A GB 4404666 A GB4404666 A GB 4404666A GB 1116388 A GB1116388 A GB 1116388A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reacting
- amino
- hydroxymethyl
- pyrimidine
- prepared
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 150000003230 pyrimidines Chemical class 0.000 title 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- XKMRRTOUMJRJIA-UHFFFAOYSA-N ammonia nh3 Chemical group N.N XKMRRTOUMJRJIA-UHFFFAOYSA-N 0.000 abstract 2
- -1 bicyclic heterocyclic radical Chemical class 0.000 abstract 2
- 125000002950 monocyclic group Chemical group 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- XETJKLWDSHYVRE-UHFFFAOYSA-N Cl.ClCC=1C(=NC(=NC1)CC1CC1)N Chemical compound Cl.ClCC=1C(=NC(=NC1)CC1CC1)N XETJKLWDSHYVRE-UHFFFAOYSA-N 0.000 abstract 1
- PHSPJQZRQAJPPF-UHFFFAOYSA-N N-alpha-Methylhistamine Chemical compound CNCCC1=CN=CN1 PHSPJQZRQAJPPF-UHFFFAOYSA-N 0.000 abstract 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 abstract 1
- IMIVQJKASTWNNQ-UHFFFAOYSA-N [4-amino-2-(cyclopropylmethyl)pyrimidin-5-yl]methanol Chemical compound C1=C(CO)C(N)=NC(CC2CC2)=N1 IMIVQJKASTWNNQ-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 125000002618 bicyclic heterocycle group Chemical group 0.000 abstract 1
- FLHFTXCMKFVKRP-UHFFFAOYSA-N bromomethylcyclobutane Chemical compound BrCC1CCC1 FLHFTXCMKFVKRP-UHFFFAOYSA-N 0.000 abstract 1
- AEILLAXRDHDKDY-UHFFFAOYSA-N bromomethylcyclopropane Chemical compound BrCC1CC1 AEILLAXRDHDKDY-UHFFFAOYSA-N 0.000 abstract 1
- KXZJHVJKXJLBKO-UHFFFAOYSA-N chembl1408157 Chemical compound N=1C2=CC=CC=C2C(C(=O)O)=CC=1C1=CC=C(O)C=C1 KXZJHVJKXJLBKO-UHFFFAOYSA-N 0.000 abstract 1
- TXWOGHSRPAYOML-UHFFFAOYSA-N cyclobutanecarboxylic acid Chemical compound OC(=O)C1CCC1 TXWOGHSRPAYOML-UHFFFAOYSA-N 0.000 abstract 1
- WPOPOPFNZYPKAV-UHFFFAOYSA-N cyclobutylmethanol Chemical compound OCC1CCC1 WPOPOPFNZYPKAV-UHFFFAOYSA-N 0.000 abstract 1
- GUDMZGLFZNLYEY-UHFFFAOYSA-N cyclopropylmethanol Chemical compound OCC1CC1 GUDMZGLFZNLYEY-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 239000012280 lithium aluminium hydride Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/116—Heterocyclic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/63—Compounds containing para-N-benzenesulfonyl-N-groups, e.g. sulfanilamide, p-nitrobenzenesulfonyl hydrazide
- A61K31/635—Compounds containing para-N-benzenesulfonyl-N-groups, e.g. sulfanilamide, p-nitrobenzenesulfonyl hydrazide having a heterocyclic ring, e.g. sulfadiazine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/16—Preparation of halogenated hydrocarbons by replacement by halogens of hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/42—One nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
- C07D277/66—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2 with aromatic rings or ring systems directly attached in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Animal Husbandry (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US49323365A | 1965-10-05 | 1965-10-05 | |
| US53466666A | 1966-03-16 | 1966-03-16 | |
| US57267166A | 1966-08-16 | 1966-08-16 | |
| US592314A US3385857A (en) | 1965-10-05 | 1966-11-07 | Cycloaliphatic pyrimidines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1116388A true GB1116388A (en) | 1968-06-06 |
Family
ID=27504357
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB44047/66A Expired GB1116389A (en) | 1965-10-05 | 1966-10-03 | Compositions for treatment of coccidiosis |
| GB44046/66A Expired GB1116388A (en) | 1965-10-05 | 1966-10-03 | Cycloaliphatic pyrimidines and process for their manufacture |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB44047/66A Expired GB1116389A (en) | 1965-10-05 | 1966-10-03 | Compositions for treatment of coccidiosis |
Country Status (14)
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3454575A (en) * | 1967-03-06 | 1969-07-08 | Ciba Geigy Corp | Quaternary 5-ammonium-methyl-4-amino-2 cycloaliphatylpyrimidine salts |
| BE795071A (fr) * | 1972-02-08 | 1973-08-07 | Merck & Co Inc | Composes coccidiostatiques |
| US4006143A (en) * | 1974-04-09 | 1977-02-01 | Merck & Co., Inc. | Heterocyclic substituted pyrimidine compounds |
| US4044133A (en) * | 1974-04-18 | 1977-08-23 | Merck & Co., Inc. | Anticoccidial compositions |
| US6077981A (en) * | 1998-08-28 | 2000-06-20 | Eastman Chemical Company | Process for the production of cyclopropylmethyl halides |
| US6118032A (en) * | 1999-08-03 | 2000-09-12 | Eastman Chemical Company | Process for the production of cyclopropylmethyl halides |
| EP1234508A1 (en) * | 2001-02-21 | 2002-08-28 | Universiteit Gent | Antiprotozoal methods, compositions and feedstuffs |
| CN111760032B (zh) * | 2020-07-22 | 2022-02-25 | 广州白云山宝神动物保健品有限公司 | 防治鸡耐药性球虫病的组合物及其制备方法和应用 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3042676A (en) * | 1960-02-02 | 1962-07-03 | Merck & Co Inc | Pyridinium quaternary salts and methods of preparing the same |
-
1966
- 1966-09-21 IL IL26554A patent/IL26554A/xx unknown
- 1966-09-27 CH CH1392966A patent/CH484168A/de not_active IP Right Cessation
- 1966-10-01 DE DE19661670389 patent/DE1670389A1/de active Pending
- 1966-10-03 GB GB44047/66A patent/GB1116389A/en not_active Expired
- 1966-10-03 GB GB44046/66A patent/GB1116388A/en not_active Expired
- 1966-10-03 FI FI662586A patent/FI45115C/fi active
- 1966-10-04 FR FR78651A patent/FR1503663A/fr not_active Expired
- 1966-10-04 SE SE13371/66A patent/SE331786B/xx unknown
- 1966-10-04 AT AT929366A patent/AT277653B/de not_active IP Right Cessation
- 1966-10-04 NO NO164999A patent/NO122650B/no unknown
- 1966-10-04 DK DK511466AA patent/DK122326B/da unknown
- 1966-10-04 BE BE687778A patent/BE687778A/xx unknown
- 1966-10-04 NL NL6613987A patent/NL6613987A/xx unknown
- 1966-10-04 AT AT994368A patent/AT281040B/de not_active IP Right Cessation
- 1966-10-04 BE BE687779A patent/BE687779A/xx unknown
- 1966-10-04 NL NL6613986A patent/NL6613986A/xx unknown
- 1966-10-05 BR BR183425/66A patent/BR6683425D0/pt unknown
- 1966-10-05 BR BR183424/66A patent/BR6683424D0/pt unknown
- 1966-11-07 US US592314A patent/US3385857A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| GB1116389A (en) | 1968-06-06 |
| CH484168A (de) | 1970-01-15 |
| BE687779A (enrdf_load_stackoverflow) | 1967-04-04 |
| AT281040B (de) | 1970-05-11 |
| BE687778A (enrdf_load_stackoverflow) | 1967-04-04 |
| NO122650B (enrdf_load_stackoverflow) | 1971-07-26 |
| FI45115C (fi) | 1972-03-10 |
| DK122326B (da) | 1972-02-21 |
| BR6683425D0 (pt) | 1973-12-04 |
| NL6613987A (enrdf_load_stackoverflow) | 1967-04-06 |
| AT277653B (de) | 1970-01-12 |
| FI45115B (enrdf_load_stackoverflow) | 1971-11-30 |
| SE331786B (enrdf_load_stackoverflow) | 1971-01-11 |
| FR1503663A (fr) | 1967-12-01 |
| US3385857A (en) | 1968-05-28 |
| DE1670389A1 (de) | 1970-11-05 |
| BR6683424D0 (pt) | 1973-12-04 |
| NL6613986A (enrdf_load_stackoverflow) | 1967-04-06 |
| IL26554A (en) | 1971-04-28 |
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