3,5-diacetamido-2,4,6-triiodobenzoic acid

• ChemBase编号: 156
• 分子式: C11H9I3N2O4
• 平均质量: 613.91357
• 单一同位素质量: 613.76965078
• SMILES: Ic1c(NC(=O)C)c(I)c(c(I)c1NC(=O)C)C(=O)O
• Canonical SMILES: CC(=O)Nc1c(I)c(NC(=O)C)c(c(c1I)C(=O)O)I
• InChI: InChI=1S/C11H9I3N2O4/c1-3(17)15-9-6(12)5(11(19)20)7(13)10(8(9)14)16-4(2)18/h1-2H3,(H,15,17)(H,16,18)(H,19,20)
• InChIKey: YVPYQUNUQOZFHG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3,5-diacetamido-2,4,6-triiodobenzoic acid
• IUPAC传统名: diatrizoate
• 商标名: Angiovist 282; Cardiografin; Conray 35; Diat; Gastrografin; Hypaque; Iothalamate; Odiston; Reno-dip; Renografin 76; Triombrin; Triombrine; Urotrast; Urovison; Urovist Cysto; Urovist Cysto Pediatric; Urovist Sodium 300; Vascoray
• 别名: 3,5-双(乙酰胺基)-2,4,6-三碘苯甲酸; 泛影酸; Diatrizoic acid; 3,5-Bis(acetylamino)-2,4,6-triiodobenzoic Acid; 2,4,6-Triiodo-3,5-diacetamidobenzoic Acid; Diatrizoate; Odiston; Urotrast; Amidotrizoic Acid; 3,5-Diacetamido-2,4,6-triiodobenzoic acid; Amidotrizoic Acid; Amidotrizoate; Diatriazoate; Diatrizoate sodium; Diatrizoate sodium salt; Diatrizoic acid; Diatrizoic acid sodium salt; Meglumine diatrizoate; Methalamic acid; Sodium amidotrizoate; Sodium diatrizoate; Urografin acid; Urogranoic acid; Diatrizoate; NSC 262168; Diatrizoic acid; DIATRIZOIC ACID DIHYDRATE

登记号

• CAS号: 50978-11-5; 117-96-4; 737-31-5
• EC号: 204-223-6
• MDL号: MFCD00069960
• PubChem SID: 46504704; 24894277; 160963619
• PubChem CID: 2140
• CHEBI ID: 53691
• ATC码: V08AA01
• CHEMBL: 1201220
• Chemspider ID: 2055
• DrugBank ID: DB00271
• KEGG ID: D02240
• 维基百科标题: Diatrizoic_acid

理论计算性质

JChem

• Acid pKa: 2.16767
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -0.22589728
• LogD (pH = 7.4): -0.627878
• Log P: 2.8930829
• 摩尔折射率: 103.1277 cm^3
• 极化性: 38.97926 Å^3
• 极化表面积: 95.5 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 2.27
• LOG S: -3.76
• 溶解度: 1.07e-01 g/l

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: White Solid
• 熔点: >300°C
• 疏水性(logP): 3.3

安全信息

• 保存条件: Amber Vial, -20°C Freezer; Room Temperature (15-30°C), Protect from light
• RTECS编号: DG5950000
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: 95+%
• Empirical Formula (Hill Notation): C11H9I3N2O4

详细说明

MP Biomedicals - 02191501

(Amidotrizoic Acid)

DrugBank - DB00271

• Drug Groups: approved
• Description: A commonly used x-ray contrast medium. As diatrizoate meglumine and as Diatrizoate sodium, it is used for gastrointestinal studies, angiography, and urography. [PubChem]
• Indication: Used, alone or in combination, for a wide variety of diagnostic imaging methods, including angiography, urography, cholangiography, computed tomography, hysterosalpingography, and retrograde pyelography. It can be used for imaging the gastrointestinal tract in patients allergic to barium.
• Pharmacology: Diatrizoate is the most commonly used water-soluble, iodinated, radiopaque x-ray contrast medium. Radiopaque agents are drugs used to help diagnose certain medical problems. They contain iodine, which blocks x-rays. Depending on how the radiopaque agent is given, it localizes or builds up in certain areas of the body. The resulting high level of iodine allows the x-rays to make a "picture" of the area. The areas of the body in which the radiopaque agent localizes will appear white on the x-ray film. This creates the needed distinction, or contrast, between one organ and other tissues. The contrast will help the doctor see any special conditions that may exist in that organ or part of the body.
• Toxicity: High osmolal radiocontrast agents like diatrizoate are cytotoxic to renal cells. The toxic effects include apoptosis, cellular energy failure, disruption of calcium homeostasis, and disturbance of tubular cell polarity, and are thought to be linked to oxidative stress.
• Affected Organisms: Humans and other mammals
• Elimination: However, it is not metabolized but excreted unchanged in the urine, each diatrizoate molecule remaining "obligated" to its sodium moiety. The liver and small intestine provide the major alternate route of excretion for diatrizoate. Injectable radiopaque diagnostic agents are excreted unchanged in human milk. Saliva is a minor secretory pathway for injectable radiopaque diagnostic agents.
• External Links: Wikipedia

Toronto Research Chemicals - A576800

Density gradient reagent for blood cell seperation. Diagnostic aid (radiopaque medium).

参考文献

• Kalmer, J.R., et al., J. Immunol. Methods, 110, 275 (1988)
• Wang, Y., et al.: Br. J. Radiol., 170, 1229 (1988)
• Wong, V., et al.: Eur. J. Pharmacol., 433, 135 (2001).