2-hydroxypropanoic acid; 5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine

• ChemBase编号: 133985
• 分子式: C17H24N4O6
• 平均质量: 380.39566
• 单一同位素质量: 380.16958451
• SMILES: CC(C(=O)O)O.COc1cc(cc(c1OC)OC)Cc1cnc(nc1N)N
• Canonical SMILES: OC(=O)C(O)C.COc1cc(Cc2cnc(nc2N)N)cc(c1OC)OC
• InChI: InChI=1S/C14H18N4O3.C3H6O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15;1-2(4)3(5)6/h5-7H,4H2,1-3H3,(H4,15,16,17,18);2,4H,1H3,(H,5,6)
• InChIKey: IIZVTUWSIKTFKO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-hydroxypropanoic acid; 5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine
• IUPAC传统名: lactic acid; trimethoprim
• 别名: 2,4-二氨基-5-(3,4,5-三甲氧基苄基)嘧啶 乳酸盐; 甲氧苄啶 乳酸盐; Trimethoprim lactate salt

登记号

• CAS号: 23256-42-0
• EC号: 245-533-1
• MDL号: MFCD00171722
• PubChem SID: 162228262
• PubChem CID: 3084396

理论计算性质

• Acid pKa: 17.334406
• 质子受体: 7
• 质子供体: 2
• LogD (pH = 5.5): 0.020083463
• LogD (pH = 7.4): 1.0960962
• Log P: 1.2839073
• 摩尔折射率: 81.5094 cm^3
• 极化性: 29.759577 Å^3
• 极化表面积: 105.51 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98%

详细说明

Sigma Aldrich - T0667

Application
Trimethoprim is primarily used as an antibacterial agent. It has dihydrofolate reductase inhibitor activity with selectivity for the prokaryote enzyme. It is used clinically to treat urinary tract infections, mild acute prostatitis, recurrent cystitis, asymptomatic bacteriuria during pregnancy and respiratory tract infections1. Trimethoprim lactate salt is used as a selection agent2.
Biochem/physiol Actions
The combination of trimethoprim and sulfamethoxazole interferes with the cellular metabolism of folic acid in the bacterial cell by blocking the biosynthesis of nucleotides. Trimethoprim binds to prokaryote-specific dihydrofolate reductase (DHFR) and inhibits the reduction of dihydrofolic acid (DHF) to tetrahydrofolic acid (THF). THF is an essential precursor in the thymidine synthesis pathway and interference with this pathway inhibits bacterial DNA synthesis1.