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1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN

Nitrofurantoin

CAS: 67-20-9

Molecular Formula: C8H6N4O5

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1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN - Names and Identifiers

Name Nitrofurantoin
Synonyms
FURADOXYL
NITROFURANTOIN
Nitrofurantoin
NITROFURANTOINE
Nitrofurantoine
LABOTEST-BB LT00134625
1-(5-nitrofurfurylideneamino)hydantoin
1-[(5-nitrofurfurylidene)amino]hydantoin
1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN
N-(5-NITRO-2-FURFURYLIDENE)-1-AMINOHYDANTOIN
1-(((5-nitro-2-furanyl)methylene)amino)-2,4-imidazolidinedione
1-{[(5-nitrofuran-2-yl)methylidene]amino}imidazolidine-2,4-dione
CAS 67-20-9
EINECS 200-646-5
InChI InChI=1/C8H6N4O5/c13-6-4-11(8(14)10-6)9-3-5-1-2-7(17-5)12(15)16/h1-3H,4H2,(H,10,13,14)

1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN - Physico-chemical Properties

Molecular FormulaC8H6N4O5
Molar Mass238.16
Density1.5824 (rough estimate)
Melting Point268°C
Boling Point380.75°C (rough estimate)
Water Solubility<0.01 g/100 mL at 19 ºC
Solubility DMF: soluble 50 mg/mL. Milligram book soluble in 100ml of the following solvents: water 19.0,95% ethanol 51.0, acetone 510,DMF8000. Almost insoluble in chloroform.
AppearanceSlightly pale yellow to Yellow Crystal or Powder
Coloryellow
Maximum wavelength(λmax)['358nm(MeOH)(lit.)']
Merck14,6599
BRN893207
pKa7.2(at 25℃)
Storage ConditionKeep in dark place,Inert atmosphere,Room temperature
StabilityStability Stable, but light-sensitive. Combustible. Incompatible with strong oxidizing agents, strong alkalies, strong acids. Decomposes upon contact with most metals other than stainless steel and al
SensitiveLight Sensitive & Hygroscopic
Refractive Index1.6700 (estimate)
MDLMFCD00003224
Physical and Chemical PropertiesOrange-yellow needle-like crystals. Melting point 270-272 °c (decomposition). The number of milligrams soluble in of the following solvents: water 19.0,95% ethanol 51.0, acetone 510,DMF8000. Almost insoluble in chloroform. Dark color, odorless, bitter in taste.
UseIt is an excellent antibacterial drug with a wide antibacterial spectrum, and is suitable for urinary tract infections, such as pyelonephritis, pyelitis and cystitis.

1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN - Risk and Safety

Hazard SymbolsXn - Harmful
Harmful
Risk CodesR22 - Harmful if swallowed
R42/43 - May cause sensitization by inhalation and skin contact.
Safety DescriptionS22 - Do not breathe dust.
S36/37 - Wear suitable protective clothing and gloves.
S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
UN IDs2811
WGK Germany3
RTECSMU2800000
TSCAYes
HS Code29349990
Hazard Class6.1(b)
Packing GroupIII
ToxicityLD50 oral in rat: 604mg/kg

1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN - Upstream Downstream Industry

Raw MaterialsAcetone
2-Furaldehyde
hydrazine hydrate

1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN - Reference

Reference
Show more
1. Liang Jinling, Tang Ke, Huang Yuxia et al. Molecular Simulation and verification of furacilin Molecularly Imprinted Polymer [J]. Computer and applied chemistry 2018(5).
2. Yan Shuai, Li Yongyu, Peng Yankun, Liu Yachao, Han Donghai. Raman signal correction method of nitrofurantoin in honey based on substrate internal standard [J]. Spectroscopy and spectral analysis, 2021,41(02):546-551.
3. Yan Shuai, Li Yongyu, Peng Yankun, Han Donghai, Liu Yachao. Design and experiment of automatic mixing control device for trace samples in Raman detection system [J]. Journal of Agricultural Machinery, 2021,52(01):324-332.
4. [IF = 7.514] Jinxing He et al."Extraction of tetracycline in food samples using biochar microspheres prepared by a Pickering emulsion method." Food Chem. 2020 Nov;329:127162

1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN - Standard

Authoritative Data Verified Data

This product is 1-[(5-nitrofurylmethylene) amino] hydantoin. The content of C8H6N405 shall be between 98.0% and 102.0% based on the dry product.

Last Update：2024-01-02 23:10:35

1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN - Trait

Authoritative Data Verified Data
  • This product is yellow crystalline powder; Odorless; Light color gradient deep.
  • This product is dissolved in N ,N-dimethylformamide, slightly soluble in acetone, slightly soluble in ethanol, and almost insoluble in water or chloroform.
Last Update：2022-01-01 11:56:35

1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN - Trait

Authoritative Data Verified Data
  • This product is yellow crystalline powder; Odorless; Light color gradient deep.
  • This product is dissolved in N ,N-dimethylformamide, slightly soluble in acetone, slightly soluble in ethanol, and almost insoluble in water or chloroform.
Last Update：2022-01-01 11:56:35

1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN - Introduction

Nitrofurantoin is an antibiotic used to treat bladder infection. Inhibition of bacterial DNA, RNA and cell wall protein synthesis.
Last Update：2022-10-16 17:27:49

1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN - Differential diagnosis

Authoritative Data Verified Data
  1. take about 5mg of this product, add 5ml of water and 5ml of sodium hydroxide solution, and the solution is dark orange red.
  2. take about 5mg of this product, add 5ml of water and 0.2ml of Ammonia Test Solution to dissolve, and add 5ml of silver nitrate test solution to generate yellow precipitate (different from furacilin and furazolidone).
  3. The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 181).
Last Update：2022-01-01 11:56:36

1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN - Exam

Authoritative Data Verified Data

acidity

take 0.50g of this product, add 50ml of water, shake for 10 minutes, filter, take the filtrate, determine according to law (General 0631),pH value should be 5.5~7.0.

Related substances

operation in the dark. Take 0.25g of this product, put it in a 10ml measuring flask, add 5ml of N,N-dimethylformamide to dissolve it, dilute it to the scale with acetone, and use it as a test solution. Take 1ml for precision measurement, set in a 100ml measuring flask and dilute to the mark with acetone as a control solution. According to the thin layer chromatography (General 0502) test, absorb the above two Solutions respectively on the same silica gel GF254 thin layer plate, with nitromethane-methanol (9:1) as the developing solvent, dry at 105°C for 5 minutes, put under UV light (254mn), then spray with phenylhydrazine hydrochloride solution (take phenylhydrazine hydrochloride 0.75g, add water 50ml to dissolve, decolorize with activated carbon, after filtration, 25ml of hydrochloric acid was added to the entire filtrate, and water was added to 105 ml), followed by heating at ° C. For 10 minutes. Test solution such as impurity spots, compared with the control solution of the main spot, not deeper.

nitrofurazone

operation in the dark. Take this product about lOOmg, precision weighing, put in 25ml measuring flask, precision add N,N-dimethylformamide 2ml to dissolve, then precision add water 20ml, shake, place for 15 minutes to form precipitate, filter through the filter, take the filtrate as the test solution; Take the appropriate amount of nitrofurazone reference substance, precision weighing, plus N,N-dimethylformamide dissolved and quantitatively diluted to make a solution containing 5ug per lml, take 2ml of precision, put 25ml measuring flask, precision add water 20ml, shake, as a reference solution. Take 1ml of each of the reference solution and the test solution, mix, and use as the system applicable solution. According to the test of high performance liquid chromatography (General rule 0512), silica gel bonded with eighteen alkyl silane was used as the filler; Phosphate buffer solution (6.8g of potassium dihydrogen phosphate, of water was added to dissolve, and l. The pH value of 0 mol/L sodium hydroxide solution was adjusted to 7.0, and the mixture was diluted with water to 1000ml)-tetrahydrofuran (90:10) as mobile phase; The detection wavelength was 375nm. Take the system applicable solution 100 u1, inject human liquid chromatography, record the chromatogram, the separation degree between nitrofurantoin peak and nitrofurazone peak should be greater than 4.0. 100ul of the test solution and the reference solution were respectively injected into the human liquid chromatograph, and the chromatograms were recorded. If there is a peak consistent with the retention time of furacilin in the chromatogram of the test solution, the peak area shall be calculated according to the external standard method, and the peak area shall not exceed 0.01%.

loss on drying

take this product, dry to constant weight at 105°C, weight loss shall not exceed 1.0% (General rule 0831).

ignition residue

take l.Og of this product and check it according to law (General rule 0841). The residue left shall not exceed 0.1%.

Last Update：2022-01-01 11:56:37

1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN - Content determination

Authoritative Data Verified Data

operation in the dark. Determined by high performance liquid chromatography (General 0512).

chromatographic conditions and system suitability test

with eighteen alkyl silane bonded silica gel as filler; Phosphate buffer solution (take potassium dihydrogen phosphate 6.8g, add water 500ml to dissolve, adjust the pH value to 7.0 with 1 mol/L sodium hydroxide solution, water was added to dilute to 1000ml)-acetonitrile (88:12) as mobile phase; The detection wavelength was 254nm. Take an appropriate amount of acetanilide, add water to dissolve and dilute to make a solution containing 1 mg per 1 ml, take an appropriate amount of nitrofurantoin control, add N ,N-dimethylformamide to dissolve and dilute to make a solution containing 0.5mg per 1 ml, take 10ml of each of the above two solutions, mix well, as the system applicable solution, take 10ul injection liquid chromatography, record chromatogram, the separation degree between nitrofurantoin peak and acetanilide peak should be greater than 3.0.

assay

take about 20mg of this product, weigh it accurately, put it in a 100ml measuring flask, add 40ml of N,N-dimethylformamide to dissolve it, dilute it with water to the scale, shake it well, and take lOul accurately, injection of human liquid chromatograph, record chromatogram; Another nitrofurantoin reference substance, the same method for determination. According to the external standard method to calculate the peak area, that is.

Last Update：2022-01-01 11:56:38

1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN - Category

Authoritative Data Verified Data

antibacterial drugs.

Last Update：2022-01-01 11:56:38

1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN - Storage

Authoritative Data Verified Data

light shielding, sealed storage.

Last Update：2022-01-01 11:56:38

1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN - Nitrofurantoin enteric-coated tablets

Authoritative Data Verified Data

This product contains nitrofurantoin (C8H6N405) should be labeled the amount of 93.0% to 107.0%.

trait

This product is an enteric-coated tablet, which shows yellow color after removing the coating.

identification

  1. take an appropriate amount of fine powder of this product under the content determination item (about 25mg of nitrofurantoin), add 25ml of water and 1ml of ammonia test solution, shake to dissolve nitrofurantoin, filter, and the filtrate should appear orange-yellow; the same reaction was shown according to the tests of (1) and (2) under nitrofurantoin.
  2. in the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution.

examination

  • the related substances were protected from light. Take an appropriate amount of fine powder (about 0.25g of nitrofurantoin) under the content determination item of this product, put it in a 10ml measuring flask, add 5ml of N,N-dimethylformamide to dissolve nitrofurantoin, dilute it to the scale with acetone, and filter it, the filtrate was used as a test solution; 1ml was accurately measured, placed in a 100ml measuring flask, and diluted to a scale with acetone to serve as a control solution. According to the thin layer chromatography (General 0502) test, draw 3 u1 of each of the above two solutions, respectively point on the same silica gel GF254 thin layer plate, with nitromethane-methanol (91) as the developing solvent, dry at 105°C for 5 minutes, put under UV light (254nm), then spray with phenylhydrazine hydrochloride solution (take phenylhydrazine hydrochloride 0.75g, add water 50ml to dissolve, decolorize with activated carbon, filter, 25ml of hydrochloric acid was added to the entire filtrate, and water was added to 105 ml), followed by heating at ° C. For 10 minutes. Test solution such as impurity spots, compared with the control solution of the main spot, not deeper.
  • nitrofurazone was protected from light. Accurately weigh the appropriate amount of fine powder (about equivalent to nitrofurantoin lOOmg) under the content determination item, put it in a 25ml measuring flask, add 2ml of N,N-dimethylformamide precisely to dissolve nitrofurantoin, and then add 20ml of water precisely, shake, place for 15 minutes, filter, take the filtrate as a test solution, according to the method of nitrofurazone under nitrofurantoin, if there are chromatographic peaks in the chromatogram of the test solution that are consistent with the retention time of furacilin, the peak area shall be calculated according to the external standard method, and 0.01% of the labeled amount shall not be exceeded.
  • dissolution rate protected from light. Take this product, according to the dissolution and release determination method (General rule 0931 second method 2 ), with 0.lmol/L hydrochloric acid solution 1000ml as the dissolution medium, the rotation speed is 75 rpm, according to the law, after 1 hour, immediately raise the paddle out of the liquid surface, for the test piece shall not have cracks or disintegration phenomenon. Then the test piece was transferred into the dissolution medium of phosphate buffer solution (pH 7.2) ml, the rotation speed was unchanged, and the operation was continued according to law. After 2 hours, the solution was taken and filtered, precisely take 3ml of continued filtrate, put it in a 25ml measuring flask, dilute it with dissolution medium to the scale, shake it well, and measure it by UV-Vis spectrophotometry (General rule 0401), the absorbance was measured at a wavelength of 375nm, and the elution amount per tablet was calculated as the absorption coefficient of C8H6N405 was 753. The limit is 70% of the labeled amount and shall be in accordance with the provisions.
  • others shall be in accordance with the relevant provisions under the item of tablets (General rule 0101).

Content determination

operation in the dark. Take 20 tablets of this product, remove the coating, precision weighing, fine grinding, precision weighing an appropriate amount (equivalent to nitrofurantoin 20mg), put it in a 100ml measuring flask, add N,N-dimethylformamide 40ml shake to dissolve nitrofurantoin, dilute to scale with water, shake well, filter through the filter, and take the filtrate as the test solution, it is obtained by calculation.

category

Same as nitrofurantoin.

specification

50mg

storage

light shielding, sealed storage.

Last Update：2022-01-01 11:56:39
1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN
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CAS: 67-20-9
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Hefei TNJ Chemical Industry Co.,Ltd.
Product Name: Nitrofurantoin Request for quotation
CAS: 67-20-9
Tel: 0086-551-65418684
Email: sales@tnjchem.com
　　　　 info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840 Click to send a QQ message
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
Shanghai Yuanye Bio-Technology Co., Ltd.
Multiple SpecificationsSpot supply
Product Name: Nitrofurantoin Visit Supplier Webpage Request for quotation
CAS: 67-20-9
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
Wechat: 18301782025
View History
1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN
Raw Materials for 1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN
Acetone
2-Furaldehyde
hydrazine hydrate
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