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| Mechanism of Action |
Sulfamethoxazole¿¡ ´ëÇÑ Mechanism_Of_Action Á¤º¸ Sulfonamides inhibit bacterial dihydrofolate synthetase, causing interference in the conversion of p-aminobenzoic acid (PABA) into folic acid. As folic acid is a coenzyme responsible for the transport of one-carbon fragments from one molecule to another, it is an essential component of bacterial development. Pyrimethamine and trimethoprim inhibit dihydrofolate reductase, the immediate next step, and therefore act synergistically with the sulfonamides.
Trimethoprim¿¡ ´ëÇÑ Mechanism_Of_Action Á¤º¸ Trimethoprim binds to bacterial dihydrofolate reductase, subsequently interfering with the uptake of p-aminobenzoic acid (PABA) into folic acid. As folic acid is a coenzyme responsible for the transport of one-carbon fragments from one molecule to another, it is an essential component of bacterial development. Sulfonamides inhibit bacterial dihydrofolate synthetase, the enzyme immediately preceding dihydrofolate reductase, and therefore act synergistically with trimethoprim.
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| Pharmacology |
Sulfamethoxazole¿¡ ´ëÇÑ Pharmacology Á¤º¸ Sulfamethoxazole is a sulfonamide drug that inhibits bacterial synthesis of dihydrofolic acid by competing with para-aminobenzoic acid (PABA). Sulfamethoxazole is normally given in combination with Trimethoprim (a dihydrofolate reductase inhibitor). Studies have shown that bacterial resistance develops more slowly with the combination of the two drugs than with either Trimethoprim or Sulfamethoxazole alone.
Trimethoprim¿¡ ´ëÇÑ Pharmacology Á¤º¸ Trimethoprim, a synthetic antiinfective agent, is used to treat and prevent urinary tract infections, diarrhea, and, when combined with either sulfamethoxazole or dapsone, Pneumocystis carinii infections.
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| Metabolism |
Sulfamethoxazole¿¡ ´ëÇÑ Metabolism Á¤º¸ # Phase_1_Metabolizing_Enzyme:Cytochrome P450 2C9 (CYP2C9)
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| Protein Binding |
Sulfamethoxazole¿¡ ´ëÇÑ ´Ü¹é°áÇÕ Á¤º¸ 70%
Trimethoprim¿¡ ´ëÇÑ ´Ü¹é°áÇÕ Á¤º¸ Approximately 45%
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| Half-life |
Sulfamethoxazole¿¡ ´ëÇÑ ¹Ý°¨±â Á¤º¸ 10 hours
Trimethoprim¿¡ ´ëÇÑ ¹Ý°¨±â Á¤º¸ 8-10 hours
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| Absorption |
Sulfamethoxazole¿¡ ´ëÇÑ Absorption Á¤º¸ Rapidly absorbed following oral administration.
Trimethoprim¿¡ ´ëÇÑ Absorption Á¤º¸ Not Available
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| Pharmacokinetics |
SulfamethoxazoleÀÇ ¾à¹°µ¿·ÂÇÐÀÚ·á
- »ýü³»ÀÌ¿ë·ü : °æ±¸ : 90%
- ºÐÆ÷ : ŹÝÅë°ú, ³úô¼ö¾×À¸·Î ¿ëÀÌÇÏ°Ô È®»ê
- ´Ü¹é°áÇÕ : 70%
- ´ë»ç : ÀÏÂ÷ÀûÀ¸·Î °£´ë»ç, 10-20%´Â Ç÷¾×¿¡¼ N-acetylationµÈ´Ù.
- ¹Ý°¨±â : 9-12 ½Ã°£, ½ÅÀå¾Ö½Ã ¿¬Àå
- Ç÷ÁßÃÖ°í³óµµ µµ´Þ½Ã°£ : 3-4 ½Ã°£ À̳»
- ¼Ò½Ç : 20%´Â ¹Ìº¯Èü·Î, ³ª¸ÓÁö´Â ´ë»çü·Î ½Å¹è¼³
TrimethoprimÀÇ ¾à¹°µ¿·ÂÇÐÀÚ·á
- Èí¼ö : °æ±¸ : ´ëºÎºÐÀÌ ½±°Ô Àß Èí¼öµÈ´Ù.
- ´Ü¹é°áÇÕ : 42-46%
- ´ë»ç : ºÎºÐÀûÀ¸·Î °£´ë»ç
- ¹Ý°¨±â : 8-14½Ã°£, ½Å ¼Õ»ó½Ã ¿¬Àå
- Ç÷ÁßÃÖ°í³óµµ µµ´Þ½Ã°£ : 1-4 ½Ã°£ À̳»
- ¼Ò½Ç : 60-80%°¡ ¹Ìº¯Èü·Î ½Å¹è¼³
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| Biotransformation |
Sulfamethoxazole¿¡ ´ëÇÑ Biotransformation Á¤º¸ Hepatic. The metabolism of sulfamethoxazole occurs predominately by N4-acetylation, although the glucuronide conjugate has been identified.
Trimethoprim¿¡ ´ëÇÑ Biotransformation Á¤º¸ Not Available
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| Toxicity |
Sulfamethoxazole¿¡ ´ëÇÑ Toxicity Á¤º¸ Not Available
Trimethoprim¿¡ ´ëÇÑ Toxicity Á¤º¸ LD50=4850 (orally in mice)
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| Drug Interactions |
Sulfamethoxazole¿¡ ´ëÇÑ Drug_Interactions Á¤º¸ Not Available
Trimethoprim¿¡ ´ëÇÑ Drug_Interactions Á¤º¸ Not Available
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CYP450 Drug Interaction |
[CYP450 TableÁ÷Á¢Á¶È¸] Sulfamethoxazole¿¡ ´ëÇÑ P450 table
SUBSTRATES
CYP 2C9
NSAIDs:
diclofenac
ibuprofen
piroxicam
Oral Hypoglycemic Agents:
tolbutamide
glipizide
Angiotensin II Blockers:
NOT candesartan
irbesartan
losartan
NOT valsartan
celecoxib
fluvastatin naproxen
phenytoin
**sulfamethoxazole**
tamoxifen
tolbutamide
torsemide
warfarin
INHIBITORS
CYP 2C9
amiodarone
fluconazole
isoniazid
INDUCERS
CYP 2C9
rifampin
secobarbital
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| Food Interaction |
Sulfamethoxazole¿¡ ´ëÇÑ Food Interaction Á¤º¸ Take on empty stomach: 1 hour before or 2 hours after meals.Take with a full glass of water.Do not take calcium, aluminium, magnesium or iron supplements within 2 hours of taking this medication.
Trimethoprim¿¡ ´ëÇÑ Food Interaction Á¤º¸ Take on empty stomach: 1 hour before or 2 hours after meals.Take with a full glass of water.Do not take calcium, aluminium, magnesium or iron supplements within 2 hours of taking this medication.
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| Drug Target |
[Drug Target]
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| Description |
Sulfamethoxazole¿¡ ´ëÇÑ Description Á¤º¸ A bacteriostatic antibacterial agent that interferes with folic acid synthesis in susceptible bacteria. Its broad spectrum of activity has been limited by the development of resistance. (From Martindale, The Extra Pharmacopoeia, 30th ed, p208)
Trimethoprim¿¡ ´ëÇÑ Description Á¤º¸ A pyrimidine inhibitor of dihydrofolate reductase, it is an antibacterial related to pyrimethamine. The interference with folic acid metabolism may cause a depression of hematopoiesis. It is potentiated by sulfonamides and the trimethoprim-sulfamethoxazole combination is the form most often used. It is sometimes used alone as an antimalarial. trimethoprim resistance has been reported. [PubChem]
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| Drug Category |
Sulfamethoxazole¿¡ ´ëÇÑ Drug_Category Á¤º¸ Anti-Infective AgentsAnti-InfectivesSulfonamides
Trimethoprim¿¡ ´ëÇÑ Drug_Category Á¤º¸ Anti-Infective Agents, UrinaryAnti-InfectivesAntimalarialsFolic Acid Antagonists
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| Smiles String Canonical |
Sulfamethoxazole¿¡ ´ëÇÑ Smiles_String_canonical Á¤º¸ CC1=CC(NS(=O)(=O)C2=CC=C(N)C=C2)=NO1
Trimethoprim¿¡ ´ëÇÑ Smiles_String_canonical Á¤º¸ COC1=CC(CC2=CN=C(N)N=C2N)=CC(OC)=C1OC
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| Smiles String Isomeric |
Sulfamethoxazole¿¡ ´ëÇÑ Smiles_String_isomeric Á¤º¸ CC1=CC(NS(=O)(=O)C2=CC=C(N)C=C2)=NO1
Trimethoprim¿¡ ´ëÇÑ Smiles_String_isomeric Á¤º¸ COC1=CC(CC2=CN=C(N)N=C2N)=CC(OC)=C1OC
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| InChI Identifier |
Sulfamethoxazole¿¡ ´ëÇÑ InChI_Identifier Á¤º¸ InChI=1/C10H11N3O3S/c1-7-6-10(12-16-7)13-17(14,15)9-4-2-8(11)3-5-9/h2-6H,11H2,1H3,(H,12,13)/f/h13H
Trimethoprim¿¡ ´ëÇÑ InChI_Identifier Á¤º¸ InChI=1/C14H18N4O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15/h5-7H,4H2,1-3H3,(H4,15,16,17,18)/f/h15-16H2
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| Chemical IUPAC Name |
Sulfamethoxazole¿¡ ´ëÇÑ Chemical_IUPAC_Name Á¤º¸ 4-amino-N-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide
Trimethoprim¿¡ ´ëÇÑ Chemical_IUPAC_Name Á¤º¸ 5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine
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| Drug-Induced Toxicity Related Proteins |
SULFAMETHOXAZOLE ÀÇ Drug-Induced Toxicity Related ProteinÁ¤º¸ Replated Protein:Myeloperoxidase Drug:sulfamethoxazole Toxicity:agranulocytosis. [¹Ù·Î°¡±â] Replated Protein:Myeloperoxidase Drug:sulfamethoxazole Toxicity:lupus. [¹Ù·Î°¡±â]
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µå·°ÀÎÆ÷ ÀǾàÇмúÁ¤º¸´Â ½ÄǰÀǾàǰ¾ÈÀüóÀÇ Á¦Ç°Çã°¡»çÇ×, Çмú¹®Çå, Á¦¾àȸ»ç Á¦°øÁ¤º¸ µîÀ» ±Ù°Å·Î ÀÛ¼ºµÈ Âü°í Á¤º¸ÀÔ´Ï´Ù.
Á¤º¸ÀÇ Á¤È®¼ºÀ» À§ÇØ ³ë·ÂÇϰí ÀÖÀ¸³ª ÆíÁý»óÀÇ ¿À·ù, Çã°¡»çÇ× º¯°æ, Ãß°¡ÀûÀÎ Çмú¿¬±¸ ¶Ç´Â Àӻ󿬱¸ ¹ßÇ¥ µîÀ¸·Î ÀÎÇØ ¹ß»ýÇÏ´Â ¹®Á¦¿¡ ´ëÇØ µå·°ÀÎÆ÷´Â
Ã¥ÀÓÀ» ÁöÁö ¾Ê½À´Ï´Ù. ÀÚ¼¼ÇÑ ³»¿ëÀº ¡°Ã¥ÀÓÀÇ ÇÑ°è ¹× ¹ýÀû°íÁö¡±¸¦ ÂüÁ¶ÇØ ÁֽʽÿÀ.
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ÀüÈ: 02-3486-1061 ¤Ó À̸ÞÀÏ: webmaster@druginfo.co.kr
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