Tìm theo
Furazolidone
Các tên gọi khác (15 ) :
  • 3-(5'-Nitrofurfuralamino)-2-oxazolidone
  • 3-[(5-Nitrofurfurylidene)amino]-2-oxazolidinone
  • 3-[(5-Nitrofurfurylidene)amino]-2-oxazolidone
  • 3-[(5-Nitrofurylidene)amino]-2-oxazolidone
  • 3-{[(5-nitro-2-furanyl)methylene]amino}-2-oxazolidinone
  • 5-Nitro-N-(2-oxo-3-oxazolidinyl)-2-furanmethanimine
  • Furazolidona
  • Furazolidone
  • Furazolidonum
  • Furoxone
  • FZL
  • N-(5-Nitro-2-furfurylidene)-3-amino-2-oxazolidone
  • N-(5-Nitro-2-furfurylidene)-3-aminooxazolidine-2-one
  • Nitrofurazolidone
  • Nitrofurazolidonum
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 67-45-8
ATC: G01AX06
ĐG : Professional Co.
CTHH: C8H7N3O5
PTK: 225.1583
A nitrofuran derivative with antiprotozoal and antibacterial activity. Furazolidone binds bacterial DNA which leads to the gradual inhibition of monoamine oxidase. (From Martindale, The Extra Pharmacopoeia, 30th ed, p514)
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C8H7N3O5
Phân tử khối
225.1583
Monoisotopic mass
225.038570349
InChI
InChI=1S/C8H7N3O5/c12-8-10(3-4-15-8)9-5-6-1-2-7(16-6)11(13)14/h1-2,5H,3-4H2/b9-5+
InChI Key
InChIKey=PLHJDBGFXBMTGZ-WEVVVXLNSA-N
IUPAC Name
3-{[(5-nitrofuran-2-yl)methylidene]amino}-1,3-oxazolidin-2-one
Traditional IUPAC Name
furazolidone
SMILES
[O-][N+](=O)C1=CC=C(O1)C=NN1CCOC1=O
Độ tan chảy
254-256
Độ hòa tan
40 mg/L (at 25 °C)
logP
-0.04
logS
-2.8
pKa (Strongest Basic)
-2.4
PSA
100.86 Å2
Refractivity
51.09 m3·mol-1
Polarizability
19.74 Å3
Rotatable Bond Count
3
H Bond Acceptor Count
4
H Bond Donor Count
0
Physiological Charge
0
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Furoxone has a broad antibacterial spectrum covering the majority of gastrointestinal tract pathogens including E. coli, staphylococci, Salmonella, Shigella, Proteus, Aerobacter aerogenes, Vibrio cholerae and Giardia lamblia. Its bactericidal activity is based upon its interference with DNA replication and protein production; this antimicrobial action minimizes the development of resistant organisms.
Cơ Chế Tác Dụng : A nitrofuran derivative with antiprotozoal and antibacterial activity. Furazolidone binds bacterial DNA which leads to the gradual inhibition of monoamine oxidase. (From Martindale, The Extra Pharmacopoeia, 30th ed, p514) Furazolidone and its related free radical products are believed to bind DNA and induce cross-links. Bacterial DNA is particularly susceptible to this drug leading to high levels of mutations (transitions and transversions) in the bacterial chromosome.
Dược Động Học :
▧ Absorption :
Radiolabeled drug studies indicate that furazolidone is well absorbed following oral administration
▧ Metabolism :
Furazolidone is rapidly and extensively metabolized; the primary metabolic pathway identified begins with nitro-reduction to the aminofuran derivative. Two major metabolites are produced: 3-amino-2-oxazolidone (AOZ) or beta-hydroxyethylhydrazine (HEH). AOZ is responsible for monoamine oxidase inhibition. Detoxification and elimination of the drug is done primarily by conjugation with glutathione.
▧ Half Life :
10 minutes
Độc Tính : Reactions to Furoxone have been reported including a fall in blood pressure, urticaria, fever, arthralgia, and a vesicular morbilliform rash. Other adverse effects can include a brown discoloration of the urine; hemolysis can occur in G6PDH-deficient patients. The drug has a monoamine oxidase (MAO) inhibitory effect and should never be given concurrently to individuals already taking MAO inhibitors.
Chỉ Định : For the specific and symptomatic treatment of bacterial or protozoal diarrhea and enteritis caused by susceptible organisms.
Tương Tác Thuốc :
  • Milnacipran Increase serotonin levels. Combination therapy is contraindicated.
  • Tetrabenazine Tetrabenazine may increase the adverse/toxic effects of Furazolidine. Concomitant therapy is contraindicated.
  • Tolcapone Tolcapone and Furazolidone decrease the metabolism of endogenous catecholamines. Concomitant therapy may result in increased catecholamine effects. Consider alternate therapy or use cautiously and monitor for increased catecholamine effects.
  • Tramadol Tramadol increases the risk of serotonin syndrome and seizure induction by the MAO inhibitor, Furazolidone.
  • Tranylcypromine Increased risk of serotonin syndrome. Use caution during concomitant therapy and monitor for symptoms of serotonin syndrome.
  • Trazodone Increased risk of serotonin syndrome. Monitor for symptoms of serotonin syndrome.
  • Trimipramine Increased risk of serotonin syndrome. Ensure adequate washout period between therapies to avoid toxicity. Avoid combination or monitor for symptoms of serotonin syndrome and/or hypertensive crisis.
  • Venlafaxine Increased risk of serotonin syndrome. Ensure adequate washout period between therapies to avoid toxicity. Concurrent therapy should be avoided.
  • Zolmitriptan The MAO inhibitor, furazolidine, may increase the serum concentration of zolmitriptan by decreasing its metabolism. Concomitant therapy and use of zolmitriptan within two weeks of discontinuing furazolidine are contraindicated.
Liều Lượng & Cách Dùng : Liquid - Oral
Tablet - Oral
Dữ Kiện Thương Mại
Giá thị trường
  • Biệt dược thương mại : Furazolidone powder
    Giá bán buôn : USD >2.04
    Đơn vị tính : g
Nhà Sản Xuất
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00614
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=5323714
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507291
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07999
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00830
ChemSpider
http://www.chemspider.com/Chemical-Structure.3317.html
PharmGKB
http://www.pharmgkb.org/drug/PA164746760
Wikipedia
http://en.wikipedia.org/wiki/Furazolidone
RxList
http://www.rxlist.com/cgi/generic2/furazol.htm
Drugs.com
http://www.drugs.com/cons/furazolidone.html
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