Tìm theo
Fidaxomicin
Các tên gọi khác (10 ) :
  • Dificid
  • Difimicin
  • Lipiarmicin
  • Lipiarmycin
  • Lipiarrmycin
  • OPT 80
  • OPT-80
  • PAR 101
  • PAR-101
  • Tiacumicin B
antibiotics
Thuốc Gốc
Small Molecule
CAS: 873857-62-6
ATC: A07AA12
CTHH: C52H74Cl2O18
PTK: 1058.039
One of the first narrow spectrum macrocyclic antibiotic, it is a natural compound and is structurally similar to compounds in lipiarmycin-a fermentation mixture. FDA approved on May 27, 2011.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C52H74Cl2O18
Phân tử khối
1058.039
Monoisotopic mass
1056.425220978
InChI
InChI=1S/C52H74Cl2O18/c1-13-30-22-26(6)33(56)18-16-15-17-31(23-66-51-45(65-12)42(61)44(29(9)67-51)69-49(64)35-32(14-2)36(53)39(58)37(54)38(35)57)48(63)68-34(28(8)55)20-19-25(5)21-27(7)43(30)70-50-41(60)40(59)46(52(10,11)72-50)71-47(62)24(3)4/h15-17,19,21-22,24,28-30,33-34,40-46,50-51,55-61H,13-14,18,20,23H2,1-12H3/b16-15+,25-19+,26-22+,27-21+,31-17+/t28-,29-,30+,33+,34?,40-,41+,42+,43+,44-,45+,46+,50-,51-/m1/s1
InChI Key
InChIKey=ZVGNESXIJDCBKN-KFGPIHIUSA-N
IUPAC Name
(2R,3S,4S,5S,6R)-6-{[(3E,5E,8S,9E,11S,12R,13E,15E)-12-{[(2R,3S,4R,5S)-3,4-dihydroxy-6,6-dimethyl-5-[(2-methylpropanoyl)oxy]oxan-2-yl]oxy}-11-ethyl-8-hydroxy-18-[(1R)-1-hydroxyethyl]-9,13,15-trimethyl-2-oxo-1-oxacyclooctadeca-3,5,9,13,15-pentaen-3-yl]methoxy}-4-hydroxy-5-methoxy-2-methyloxan-3-yl 3,5-dichloro-6-ethyl-2,4-dihydroxybenzoate
Traditional IUPAC Name
(2R,3S,4S,5S,6R)-6-{[(3E,5E,8S,9E,11S,12R,13E,15E)-12-{[(2R,3S,4R,5S)-3,4-dihydroxy-6,6-dimethyl-5-[(2-methylpropanoyl)oxy]oxan-2-yl]oxy}-11-ethyl-8-hydroxy-18-[(1R)-1-hydroxyethyl]-9,13,15-trimethyl-2-oxo-1-oxacyclooctadeca-3,5,9,13,15-pentaen-3-yl]methoxy}-4-hydroxy-5-methoxy-2-methyloxan-3-yl 3,5-dichloro-6-ethyl-2,4-dihydroxybenzoate
SMILES
CC[C@H]1\C=C(C)\[C@@H](O)C\C=C\C=C(CO[C@@H]2O[C@H](C)[C@@H](OC(=O)C3=C(CC)C(Cl)=C(O)C(Cl)=C3O)[C@H](O)[C@@H]2OC)\C(=O)OC(C\C=C(/C)\C=C(C)\[C@@H]1O[C@@H]1OC(C)(C)[C@@H](OC(=O)C(C)C)[C@H](O)[C@@H]1O)[C@@H](C)O
Độ hòa tan
1.25e-02 g/l
logP
8.56
logS
-4.9
pKa (strongest acidic)
5.87
pKa (Strongest Basic)
-1.4
PSA
266.66 Å2
Refractivity
269.66 m3·mol-1
Polarizability
110.47 Å3
Rotatable Bond Count
15
H Bond Acceptor Count
15
H Bond Donor Count
7
Physiological Charge
-1
Number of Rings
4
Bioavailability
0
MDDR-Like Rule
true
Dược Lực Học : The minimum inhibitory concentration for 90% of organisms for fidaxomicin against C. difficile is 0.9978 to 2 µg/mL.
Cơ Chế Tác Dụng : One of the first narrow spectrum macrocyclic antibiotic, it is a natural compound and is structurally similar to compounds in lipiarmycin-a fermentation mixture. FDA approved on May 27, 2011. Fidaxomicin is a bactericidal-type antibiotic that inhibits RNA polymerase sigma subunit. RNA polymerase is responsible for transcription in the bacteria therefore fidaxomicin will inhibit protein synthesis. As a result, apoptosis is triggered in susceptible organisms such as C. difficile.
Dược Động Học :
▧ Absorption :
Fidaxomicin is not systemically absorbed as shown by a plasma concentrations below the lower limit of quantification after single-dose or multiple-dose. In contrast, fecal concentrations of fidaxomicin are much higher and are concentration-dependent. Cmax = 2 hours; Tmax = 5.2 ng/mL; AUC = 14 ng•hr/mL
▧ Volume of Distribution :
Fidaxomicin is largely confined in the gastrointestinal tract and is not distributed extensively in the systemic.
▧ Metabolism :
Fidaxomicin is hydrolyzed by gastric acid or intestinal microsomes into a less active metabolite (OP-1118). The cytochrome enzyme system are not involved in the metabolism of fidaxomicin.
▧ Route of Elimination :
Feces (>92% as unchanged drugs and metabolites) and urine (<1% of drug was excreted)
▧ Half Life :
200 mg, healthy subjects = 11.7 hours
Chỉ Định : Treatment of Clostridium difficile-associated diarrhea
Tương Tác Thuốc :
  • Cyclosporine Cyclosporin is an inhibitor of p-glycoprotein and concomitant therapy will result in a increase in Cmax and AUC of fidaxomicin and its metabolite.
Liều Lượng & Cách Dùng : Tablet - Oral - 200 mg
Dữ Kiện Thương Mại
Nhà Sản Xuất
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB08874
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D09394
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/52015-080-01
Wikipedia
http://en.wikipedia.org/wiki/Fidaxomicin
RxList
http://www.rxlist.com/dificid-drug.htm
Drugs.com
http://www.drugs.com/ppa/fidaxomicin.html
... loading
... loading