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| CAS No.: | 28657-80-9 |
|---|---|
| Name: | CINOXACIN |
| Article Data: | 3 |
| Molecular Structure: | |
|
|
|
| Formula: | C12H10 N2 O5 |
| Molecular Weight: | 262.222 |
| Synonyms: | 1-Ethyl-3-carboxy-6,7-methylenedioxy-4-cinnolone;Cinobac; Cinobactin; Cinoxacin; Compound 64716; NSC 304467; Noxigram; Uronorm |
| Density: | 1.64g/cm3 |
| Melting Point: | 261-262° (dec) |
| Boiling Point: | 517.2°Cat760mmHg |
| Flash Point: | 266.6°C |
| Safety: | Moderately toxic by ingestion, subcutaneous and intravenous routes. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx. |
| PSA: | 90.65000 |
| LogP: | 0.84330 |
- 483366-12-7(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
- 361456-36-2METHYL (R)-(+)-ISOCYANATO-3-PHENYLPROPI&
- 5156-58-1N-(1-Benzyl-4-pipperidinyl)-N-phenylpropanamide HCl
- 81281-59-67-Benzylideneaminotheophylline
- 50288-62-5threo-Phenyl-2-piperidyl acetamide
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- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
- 852475-26-4MC1568
- 74-96-4
ethyl bromide
- 90447-46-4
6,7-methylenedioxy-4(1H)-oxo-cinnolin-3-carboxylic acid ethylester
- 5137-55-3
Aliquat 336
- 28657-80-9
cinoxacin
| Conditions | Yield |
|---|---|
| With sodium hydroxide; potassium carbonate In water; toluene |
- 28657-80-9
cinoxacin
- 64-17-5
ethanol
| Conditions | Yield |
|---|---|
| With sodium methylate In methanol for 2h; Reflux; | 92.9% |
- 28657-80-9
cinoxacin
- 67-68-5
dimethyl sulfoxide
B
- 151933-03-8
{Ni(1-ethyl-1,4-dihydro-4-oxo(1,3)dioxolo(4,5-g)cinnoline-3-carboxylate)2(H2O)2}
| Conditions | Yield |
|---|---|
| With NaOH; H2O In dimethyl sulfoxide mixing DMSO soln. of cinoxacin and of the Ni salt, slow addn. of 5 ml of aq. NaOH with stirring, crystn. of Ni(cinoxacinate)2*2H2O after 1 d; filtration, washing (water), drying at 90°C, crystn. of the Ni complex contg. dimethyl sulfoxide ligands after 2-3 months from the remaining soln., filtration, drying at room temp., elem. anal.; | A 10% B 80% |
- 28657-80-9
cinoxacin
- 95-14-7
1,2,3-Benzotriazole
- 1173208-74-6
3-(1H-benzo[d][1,2,3]triazole-1-carbonyl)-1-ethyl-[1,3]dioxolo[4,5-g]cinnolin-4(1H)-one
| Conditions | Yield |
|---|---|
| Stage #1: 1,2,3-Benzotriazole With thionyl chloride In dichloromethane at 25℃; for 0.5h; Stage #2: cinoxacin In dichloromethane at 25℃; for 2h; | 80% |
| Conditions | Yield |
|---|---|
| With NaOH; H2O In dimethyl sulfoxide mixing of a DMSO soln. of cinoxacin and of ZnCl2, addn. of 1 ml of aq. NaOH with stirring, pptn. of Zn(cinoxacinate)2*4H2O after 12-14 d; filtration, washing (water), drying at 90°C, remaining soln. standing at room temp., crystn. of the Zn complex (contg. additionally DMSO ligands) after a few d, filtration, drying at room temp., elem. anal.; | A 75% B 6% |
- 28657-80-9
cinoxacin
- 1429439-48-4
1-ethyl-5-nitro-4-oxo-1,4-dihydro-[1,3]dioxolo[4,5-g]cinnolin-3-carboxylic acid
| Conditions | Yield |
|---|---|
| With sulfuric acid; potassium nitrate at 0 - 20℃; for 13h; Inert atmosphere; | 75% |
- 28657-80-9
cinoxacin
- 67-56-1
methanol
- 1429438-89-0
methyl 1-ethyl-6,7-dihydroxy-4-oxo-1,4-dihydrocinnolin-3-carboxylate
| Conditions | Yield |
|---|---|
| Stage #1: cinoxacin With boron tribromide In dichloromethane at -30 - 20℃; for 41h; Inert atmosphere; Stage #2: methanol In dichloromethane at -30 - 20℃; Inert atmosphere; | 74.5% |
- 28657-80-9
cinoxacin
A
- 109773-20-8
1-Ethyl-1H-[1,3]dioxolo[4,5-g]cinnolin-4-one
| Conditions | Yield |
|---|---|
| With oxygen In methanol for 12h; Ambient temperature; Irradiation; in PBS-solution (pH=8); Yields of byproduct given; | A n/a B 62% |
| With oxygen In methanol for 12h; Mechanism; Product distribution; Ambient temperature; Irradiation; Iin PBS-solution (pH=8); | |
| With oxygen In methanol for 12h; Ambient temperature; Irradiation; in PBS-solution (pH=8); Yields of byproduct given; | A 0.580 mol B n/a |
- 28657-80-9
cinoxacin
- 52462-29-0
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2
- 7732-18-5
water
- 108-88-3
toluene
| Conditions | Yield |
|---|---|
| With NaOCH3 In methanol; chloroform byproducts: NaCl; addn. of sodium methylate to soln. of ruthenium compd. and sodium nalidixicate in CHCl3/methanol (1/1), refluxing for 6 h; filtration through celite, addn. of toluene, keeping at room temp. with slow evapn. for 3 d, isolation of crystals, washing with hexane, elem. anal.; | 55% |
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Chemistry
Product Name: Cinoxacin (CAS NO.28657-80-9)
Molecular Formula: C12H10N2O5
Molecular Weight: 262.22g/mol
Mol File: 28657-80-9.mol
Einecs: 249-133-8
Appearance: Light tan crystals
Boiling point: 517.2 °C at 760 mmHg
Density: 1.64 g/cm3
Surface Tension: 65.7 dyne/cm
Enthalpy of Vaporization: 83.11 kJ/mol
Vapour Pressure: 1.61E-11 mmHg at 25°C
XLogP3-AA: 2.1
H-Bond Donor: 1
H-Bond Acceptor: 7
Product Categories: Interferes with DNA SynthesisAntibiotics; Quinolones and FluoroquinolonesMore...Close...; A - KAntibiotics; Antibacterial; Antibiotics A to; Antibiotics A-FAntibiotics; Antibiotics by Application; Antineoplastic and Immunosuppressive AntibioticsAntibiotics; Chemical Structure Class; Inhibits an EnzymeAntibiotics; Mechanism of Action; Spectrum of Activity
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intravenous | 850mg/kg (850mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Chemotherapy Vol. 28(Suppl, |
| mouse | LD50 | oral | 2330mg/kg (2330mg/kg) | SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Chemotherapy Vol. 28(Suppl, |
| mouse | LD50 | subcutaneous | 900mg/kg (900mg/kg) | SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Chemotherapy Vol. 28(Suppl, |
| rat | LD50 | intravenous | 860mg/kg (860mg/kg) | SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Chemotherapy Vol. 28(Suppl, |
| rat | LD50 | oral | 3610mg/kg (3610mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Chemotherapy Vol. 28(Suppl, |
| rat | LD50 | subcutaneous | 1380mg/kg (1380mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Chemotherapy Vol. 28(Suppl, |
Safety Profile
Moderately toxic by ingestion, subcutaneous and intravenous routes. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.
Specification
Cinoxacin ,its CAS NO. is 28657-80-9,the synonyms is 1-Ethyl-1,4-dihydro-4-oxo[1,3]dioxolo[4,5-g]cinnoline-3-carboxylic acid;cinoxacin ; Timtec-bb sbb003082 ; 1-Ethyl-6,7-methylenedioxy-4(1h)-oxocinnoline-3-carboxylicacid ; 3)Dioxolo(4,5-g)cinnoline-3-carboxylicacid,1,4-dihydro-1-ethyl-4-oxo-( ; Cinobac ; 1-Ethyl-4-oxo-1,4-dihydro-[1,3]dioxolo[4,5-g]cinnoline-3-carboxylic acid .