7-chloro-3-methyl-2H-1λ6,2,4-benzothiadiazine-1,1-dione

• ChemBase ID: 133104
• Molecular Formular: C8H7ClN2O2S
• Molecular Mass: 230.67138
• Monoisotopic Mass: 229.99167615
• SMILES: CC1=Nc2ccc(cc2S(=O)(=O)N1)Cl
• Canonical SMILES: Clc1ccc2c(c1)S(=O)(=O)NC(=N2)C
• InChI: InChI=1S/C8H7ClN2O2S/c1-5-10-7-3-2-6(9)4-8(7)14(12,13)11-5/h2-4H,1H3,(H,10,11)
• InChIKey: GDLBFKVLRPITMI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-3-methyl-2H-1λ^6,2,4-benzothiadiazine-1,1-dione
• IUPAC Traditional name: diazoxide
• Synonyms: 7-chloro-3-methyl-2H-1$l^{6},2,4-benzothiadiazine-1,1-dione; 7-Chloro-3-methyl-2H-1,2,4-benzothiadiazine 1,1-dioxide; Diazoxide

Database IDs

• CAS Number: 364-98-7
• EC Number: 206-668-1
• MDL Number: MFCD00078578
• PubChem SID: 24277831; 162227381
• PubChem CID: 3019

CALCULATED PROPERTIES

• Acid pKa: 6.6604934
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.1072646
• LogD (pH = 7.4): 0.5318025
• Log P: 1.1328757
• Molar Refractivity: 55.2742 cm^3
• Polarizability: 21.232342 Å^3
• Polar Surface Area: 58.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M NaOH: soluble; H2O: insoluble; methanol: soluble
• Hydrophobicity(logP): 1.201

Safety Information

• RTECS: DK8185000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 22-26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... KCNA1(3736), KCNJ11(3767), KCNMA1(3778)mouse ... Kcnj1(56379), Kcnj11(16514)rat ... Gria1(50592), Kcna1(24520), Kcnj1(24521), Kcnj11(83535), Kcnj8(25472)

Product Information

• Purity: 95%

DETAILS

Sigma Aldrich - D9035

Biochem/physiol Actions
Selective ATP-sensitive K+ channel activator in both vascular smooth muscle and pancreatic β-cells; antihypertensive.