IL45194A - Derivatives of 2-(alkanoyloxy-benzamido)-5-nitro-thiazole - Google Patents

Derivatives of 2-(alkanoyloxy-benzamido)-5-nitro-thiazole

Info

Publication number: IL45194A
Authority: IL; Israel
Prior art keywords: benzamido; nitro; thiazole; new derivatives; compounds
Prior art date: 1973-08-08

Application number

IL45194A

Other languages

English (en)

Other versions

IL45194A0 (en

Original Assignee

Phavic Sprl

Priority date (The priority date 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 date listed.)

1973-08-08

Filing date

1974-07-03

Publication date

1977-10-31

1974-07-03 Application filed by Phavic Sprl filed Critical Phavic Sprl

1974-10-22 Publication of IL45194A0 publication Critical patent/IL45194A0/xx

1977-10-31 Publication of IL45194A publication Critical patent/IL45194A/en

Links

150000001875 compounds Chemical class 0.000 claims abstract description 33
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims abstract description 15
125000004423 acyloxy group Chemical group 0.000 claims abstract description 10
TYUHMMUUMWZPDB-UHFFFAOYSA-N n-(5-nitro-1,3-thiazol-2-yl)benzamide Chemical class S1C([N+](=O)[O-])=CN=C1NC(=O)C1=CC=CC=C1 TYUHMMUUMWZPDB-UHFFFAOYSA-N 0.000 claims abstract description 9
-1 benzoyl halide Chemical class 0.000 claims abstract description 7
125000005843 halogen group Chemical group 0.000 claims abstract description 6
125000003545 alkoxy group Chemical group 0.000 claims abstract description 5
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 5
239000001257 hydrogen Substances 0.000 claims abstract description 5
MIHADVKEHAFNPG-UHFFFAOYSA-N 2-Amino-5-nitrothiazole Chemical compound NC1=NC=C([N+]([O-])=O)S1 MIHADVKEHAFNPG-UHFFFAOYSA-N 0.000 claims abstract description 4
229940018167 2-amino-5-nitrothiazole Drugs 0.000 claims abstract description 4
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 4
125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 claims abstract description 3
239000008194 pharmaceutical composition Substances 0.000 claims abstract 2
241000237852 Mollusca Species 0.000 claims description 8
238000000034 method Methods 0.000 claims description 6
YQNQNVDNTFHQSW-UHFFFAOYSA-N acetic acid [2-[[(5-nitro-2-thiazolyl)amino]-oxomethyl]phenyl] ester Chemical compound CC(=O)OC1=CC=CC=C1C(=O)NC1=NC=C([N+]([O-])=O)S1 YQNQNVDNTFHQSW-UHFFFAOYSA-N 0.000 claims description 5
244000045947 parasite Species 0.000 claims description 4
238000002360 preparation method Methods 0.000 claims description 3
241000233866 Fungi Species 0.000 claims description 2
239000004480 active ingredient Substances 0.000 claims 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
230000002013 molluscicidal effect Effects 0.000 abstract description 5
230000000590 parasiticidal effect Effects 0.000 abstract description 4
239000003085 diluting agent Substances 0.000 abstract 1
230000000855 fungicidal effect Effects 0.000 abstract 1
150000002431 hydrogen Chemical group 0.000 abstract 1
238000012360 testing method Methods 0.000 description 12
239000002609 medium Substances 0.000 description 9
241000699670 Mus sp. Species 0.000 description 6
239000000243 solution Substances 0.000 description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
241001480043 Arthrodermataceae Species 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
230000000507 anthelmentic effect Effects 0.000 description 4
230000037304 dermatophytes Effects 0.000 description 4
239000007788 liquid Substances 0.000 description 4
238000003756 stirring Methods 0.000 description 4
239000003826 tablet Substances 0.000 description 4
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
239000012153 distilled water Substances 0.000 description 3
239000003937 drug carrier Substances 0.000 description 3
238000011534 incubation Methods 0.000 description 3
239000000203 mixture Substances 0.000 description 3
239000000725 suspension Substances 0.000 description 3
241000224431 Entamoeba Species 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
241001464384 Hymenolepis nana Species 0.000 description 2
241001465754 Metazoa Species 0.000 description 2
208000031888 Mycoses Diseases 0.000 description 2
208000030852 Parasitic disease Diseases 0.000 description 2
239000006159 Sabouraud's agar Substances 0.000 description 2
240000004808 Saccharomyces cerevisiae Species 0.000 description 2
241000975692 Syphacia obvelata Species 0.000 description 2
230000007059 acute toxicity Effects 0.000 description 2
231100000403 acute toxicity Toxicity 0.000 description 2
244000309464 bull Species 0.000 description 2
239000002775 capsule Substances 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
230000001408 fungistatic effect Effects 0.000 description 2
238000007912 intraperitoneal administration Methods 0.000 description 2
239000012452 mother liquor Substances 0.000 description 2
239000002297 parasiticide Substances 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
239000012449 sabouraud dextrose agar Substances 0.000 description 2
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
206010001497 Agitation Diseases 0.000 description 1
208000004881 Amebiasis Diseases 0.000 description 1
206010001980 Amoebiasis Diseases 0.000 description 1
241000237358 Biomphalaria glabrata Species 0.000 description 1
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
241000244206 Nematoda Species 0.000 description 1
RDXLYGJSWZYTFJ-UHFFFAOYSA-N Niridazole Chemical compound S1C([N+](=O)[O-])=CN=C1N1C(=O)NCC1 RDXLYGJSWZYTFJ-UHFFFAOYSA-N 0.000 description 1
208000000127 Oxyuriasis Diseases 0.000 description 1
239000001888 Peptone Substances 0.000 description 1
108010080698 Peptones Proteins 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
241000975704 Syphacia Species 0.000 description 1
241000224526 Trichomonas Species 0.000 description 1
208000005448 Trichomonas Infections Diseases 0.000 description 1
241000224527 Trichomonas vaginalis Species 0.000 description 1
206010044620 Trichomoniasis Diseases 0.000 description 1
238000013019 agitation Methods 0.000 description 1
230000003569 amebicidal effect Effects 0.000 description 1
239000003429 antifungal agent Substances 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 1
230000005540 biological transmission Effects 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
230000000332 continued effect Effects 0.000 description 1
239000012895 dilution Substances 0.000 description 1
238000010790 dilution Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
239000011521 glass Substances 0.000 description 1
238000011835 investigation Methods 0.000 description 1
231100000518 lethal Toxicity 0.000 description 1
230000001665 lethal effect Effects 0.000 description 1
230000008018 melting Effects 0.000 description 1
238000002844 melting Methods 0.000 description 1
239000003750 molluscacide Substances 0.000 description 1
RJMUSRYZPJIFPJ-UHFFFAOYSA-N niclosamide Chemical compound OC1=CC=C(Cl)C=C1C(=O)NC1=CC=C([N+]([O-])=O)C=C1Cl RJMUSRYZPJIFPJ-UHFFFAOYSA-N 0.000 description 1
229960001920 niclosamide Drugs 0.000 description 1
229960005130 niridazole Drugs 0.000 description 1
238000010899 nucleation Methods 0.000 description 1
239000002674 ointment Substances 0.000 description 1
239000011049 pearl Substances 0.000 description 1
235000019319 peptone Nutrition 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
239000000047 product Substances 0.000 description 1
201000004409 schistosomiasis Diseases 0.000 description 1
230000035945 sensitivity Effects 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
230000007928 solubilization Effects 0.000 description 1
238000005063 solubilization Methods 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000000829 suppository Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
239000006188 syrup Substances 0.000 description 1
208000004441 taeniasis Diseases 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
230000002963 trichomonacidal effect Effects 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/38—Nitrogen atoms
- C07D277/44—Acylated amino or imino radicals
- C07D277/46—Acylated amino or imino radicals by carboxylic acids, or sulfur or nitrogen analogues thereof
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/58—Nitro radicals

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Thiazole And Isothizaole Compounds (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

IL45194A 1973-08-08 1974-07-03 Derivatives of 2-(alkanoyloxy-benzamido)-5-nitro-thiazole IL45194A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB3760873A GB1437800A (en)	1973-08-08	1973-08-08	Derivatives of 2-benzamido-5-nitro-thiazoles

Publications (2)

Publication Number	Publication Date
IL45194A0 IL45194A0 (en)	1974-10-22
IL45194A true IL45194A (en)	1977-10-31

Family

ID=10397712

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL45194A IL45194A (en)	1973-08-08	1974-07-03	Derivatives of 2-(alkanoyloxy-benzamido)-5-nitro-thiazole

Country Status (14)

Country	Link
US (1)	US3950351A (fr)
JP (1)	JPS5041858A (fr)
AR (1)	AR201880A1 (fr)
BE (1)	BE817878A (fr)
CA (1)	CA1041519A (fr)
CH (1)	CH583215A5 (fr)
DE (1)	DE2438037C2 (fr)
ES (1)	ES428906A1 (fr)
FR (1)	FR2240010B1 (fr)
GB (1)	GB1437800A (fr)
IL (1)	IL45194A (fr)
NL (1)	NL176779C (fr)
OA (1)	OA04761A (fr)
ZA (1)	ZA744409B (fr)

Families Citing this family (75)

* Cited by examiner, † Cited by third party
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1973
- 1973-08-08 GB GB3760873A patent/GB1437800A/en not_active Expired
1974
- 1974-07-03 IL IL45194A patent/IL45194A/en unknown
- 1974-07-09 ZA ZA00744409A patent/ZA744409B/xx unknown
- 1974-07-10 NL NLAANVRAGE7409321,A patent/NL176779C/xx not_active IP Right Cessation
- 1974-07-19 BE BE146759A patent/BE817878A/fr not_active IP Right Cessation
- 1974-07-23 CA CA205,468A patent/CA1041519A/fr not_active Expired
- 1974-07-23 JP JP49083868A patent/JPS5041858A/ja active Pending
- 1974-08-02 ES ES428906A patent/ES428906A1/es not_active Expired
- 1974-08-05 AR AR255045A patent/AR201880A1/es active
- 1974-08-07 CH CH1083074A patent/CH583215A5/xx not_active IP Right Cessation
- 1974-08-07 DE DE2438037A patent/DE2438037C2/de not_active Expired
- 1974-08-08 OA OA55271A patent/OA04761A/fr unknown
- 1974-08-08 FR FR7427525A patent/FR2240010B1/fr not_active Expired
- 1974-08-08 US US05/495,749 patent/US3950351A/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
ZA744409B (en)	1975-07-30
JPS5041858A (fr)	1975-04-16
NL176779B (nl)	1985-01-02
NL7409321A (nl)	1975-02-11
CH583215A5 (fr)	1976-12-31
IL45194A0 (en)	1974-10-22
US3950351A (en)	1976-04-13
BE817878A (fr)	1975-01-20
AR201880A1 (es)	1975-04-24
OA04761A (fr)	1980-08-31
AU7135574A (en)	1976-01-22
GB1437800A (en)	1976-06-03
ES428906A1 (es)	1976-08-16
DE2438037A1 (de)	1975-02-20
CA1041519A (fr)	1978-10-31
DE2438037C2 (de)	1982-06-09
FR2240010B1 (fr)	1978-03-24
NL176779C (nl)	1985-06-03
FR2240010A1 (fr)	1975-03-07

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MX2013008970A (es)	2014-02-10	Aparato y metodo para llevar a cabo procesos microbiologicos.
AU640300B2 (en)	1993-08-19	Pharmacologically active substituted oxybenzamides
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Wuest et al.	1951	Some Derivatives of 3-Pyridol with Parasympathomimetic Properties1
US4282230A (en)	1981-08-04	Imidazolylethoxy derivatives of quinoline-2- or 4-methanols, antimicrobial compositions containing them and method for treating bacterial or fungal infections with them
US4046778A (en)	1977-09-06	Processes for the preparation of 4-hydroxy-2H-1-benzothiopyran-3-carboxamide 1,1-dioxides
JPS61502959A (ja)	1986-12-18	４↓−（イソキサゾリル）↓−チアゾ−ル↓−２↓−オキサミド酸誘導体
US3919201A (en)	1975-11-11	2-({62 -Aminoacryloyl)iminobenzothiazolines
US4234589A (en)	1980-11-18	Imidazolylethoxymethyl derivatives of 1,3-dioxolo quinolines
US4159380A (en)	1979-06-26	Imidazolylethoxy derivatives of pyrazolo[3,4-b]pyridine-5-methanols
US4169205A (en)	1979-09-25	Imidazole derivatives of 6,11-dihydrodibenz[b,e]oxepines and 6,11-dihydrodibenz[b,e]thiepines
US4044131A (en)	1977-08-23	2-Morpholinol derivatives
JP2991806B2 (ja)	1999-12-20	３‐（メルカプトアルキル）‐キナゾリン‐２，４（１ｈ，３ｈ）‐ジオン、その製造方法および製薬調合物
US4228177A (en)	1980-10-14	2,3-Dihydro-3-(1H-imidazol-1-ylmethylene)-4H-1-benzothiopyran-4-ones
CN102086212A (zh)	2011-06-08	抗真菌剂-2，3，4，5-四氢-4H-苯并[b]噻喃并[4，3-c]吡唑-2-甲酰胺衍生物
JPH0114235B2 (fr)	1989-03-10
US4200760A (en)	1980-04-29	Imidazolylalkylthioalkylamino-ethylene derivatives
US4738960A (en)	1988-04-19	1,3,4-Thiadiazole derivatives and pharmaceutical preparations useful as inhibitors for histamine-H2 receptors