Tìm theo
Aminosalicylic Acid
Các tên gọi khác (9 ) :
  • 2-HYDROXY-4-aminobenzoic acid
  • 4-aminosalicylate
  • 4-aminosalicylic acid
  • Aminosalicylic acid
  • p-aminosalicylic acid
  • para-amino salicylic acid
  • para-aminosalicylic acid
  • PAS
  • Paser
antitubercular agents
Thuốc Gốc
Small Molecule
CAS: 65-49-6
ATC: J04AA01
ĐG : Jacobus Pharmaceutical Co.
CTHH: C7H7NO3
PTK: 153.1354
An antitubercular agent often administered in association with isoniazid. The sodium salt of the drug is better tolerated than the free acid. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C7H7NO3
Phân tử khối
153.1354
Monoisotopic mass
153.042593095
InChI
InChI=1S/C7H7NO3/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,9H,8H2,(H,10,11)
InChI Key
InChIKey=WUBBRNOQWQTFEX-UHFFFAOYSA-N
IUPAC Name
4-amino-2-hydroxybenzoic acid
Traditional IUPAC Name
aminosalicylic acid
SMILES
NC1=CC(O)=C(C=C1)C(O)=O
Độ tan chảy
150.5 dec °C
Độ hòa tan
1690 mg/L (at 23 °C)
logP
0.89
logS
-1.1
pKa (strongest acidic)
3.68
pKa (Strongest Basic)
2.19
PSA
83.55 Å2
Refractivity
40 m3·mol-1
Polarizability
14.29 Å3
Rotatable Bond Count
1
H Bond Acceptor Count
4
H Bond Donor Count
3
Physiological Charge
-1
Number of Rings
1
Bioavailability
1
Rule of Five
true
pKa
2.05 (at 25 °C)
Dược Lực Học : Aminosalicylic acid is an anti-mycobacterial agent used with other anti-tuberculosis drugs (most often isoniazid) for the treatment of all forms of active tuberculosis due to susceptible strains of tubercle bacilli. The two major considerations in the clinical pharmacology of aminosalicylic acid are the prompt production of a toxic inactive metabolite under acid conditions and the short serum half life of one hour for the free drug. Aminosalicylic acid is bacteriostatic against Mycobacterium tuberculosis (prevents the multiplying of bacteria without destroying them). It also inhibits the onset of bacterial resistance to streptomycin and isoniazid.
Cơ Chế Tác Dụng : An antitubercular agent often administered in association with isoniazid. The sodium salt of the drug is better tolerated than the free acid. [PubChem] There are two mechanisms responsible for aminosalicylic acid's bacteriostatic action against Mycobacterium tuberculosis. Firstly, aminosalicylic acid inhibits folic acid synthesis (without potentiation with antifolic compounds). The binding of para-aminobenzoic acid to pteridine synthetase acts as the first step in folic acid synthesis. Aminosalicylic acid binds pteridine synthetase with greater affinity than para-aminobenzoic acid, effectively inhibiting the synthesis of folic acid. As bacteria are unable to use external sources of folic acid, cell growth and multiplication slows. Secondly, aminosalicylic acid may inhibit the synthesis of the cell wall component, mycobactin, thus reducing iron uptake by M. tuberculosis.
Dược Động Học :

▧ Protein binding :
50-60%
▧ Metabolism :
Hepatic.
Độc Tính : LD50=4 gm/kg (orally in mice); LD50=3650 mg/kg (orally in rabbits)
Chỉ Định : For the treatment of tuberculosis
Tương Tác Thuốc :
  • Azathioprine Aminosalicylic acid may increase the toxicity of thiopurine, azathioprine.
  • Mercaptopurine Aminosalicylic acid may increase the toxicity of thiopurine, mercaptopurine.
  • Sulindac Risk of additive toxicity (e.g. bleed risk). Aminosalicylic acid may decrease the serum concentration of sulindac. Consider alternate therapy or monitor for changes in the therapeutic effects of sulindac and adverse effects of both agents if the interacting agent is initiated, discontinued or dose changed.
  • Tiaprofenic acid Increased risk of gastrointestinal bleeding.
  • Tioguanine Aminosalicylic acid may increase the toxicity of thiopurine, thioguanine.
  • Tolmetin Additive effects increase the risk of GI bleeding. Monitor for increased bleeding risk during concomitant therapy.
  • Trandolapril The salicylate, Aminosalicylic acid, may reduce the efficacy of Trandolapril. Monitor for changes in Trandolapril efficacy if Aminosalicylic acid is initiated, discontinued or dose changed.
  • Treprostinil The prostacyclin analogue, Treprostinil, may increase the risk of bleeding when combined with the salicylate, Aminosalicylic acid. Monitor for increased bleeding during concomitant thearpy.
  • Warfarin The antiplatelet effects of aminosalicylic acid may increase the bleed risk associated with warfarin.
Liều Lượng & Cách Dùng : Granule - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00233
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=4649
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505572
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C02518
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00162
ChemSpider
http://www.chemspider.com/Chemical-Structure.4488.html
PharmGKB
http://www.pharmgkb.org/drug/PA448382
Wikipedia
http://en.wikipedia.org/wiki/4-Aminosalicylic_acid
RxList
http://www.rxlist.com/cgi/generic2/paser.htm
Drugs.com
http://www.drugs.com/cdi/aminosalicylic-acid-controlled-release-granules-packet.html
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