3,5-bis(bromomethyl)-2,6-dimethyl-1H,7H-[1,2]diazolo[1,2-a]pyrazole-1,7-dione

• ChemBase ID: 156022
• Molecular Formular: C10H10Br2N2O2
• Molecular Mass: 350.0066
• Monoisotopic Mass: 347.91090157
• SMILES: Cc1c(n2c(c(c(=O)n2c1=O)C)CBr)CBr
• Canonical SMILES: BrCc1c(C)c(=O)n2n1c(CBr)c(c2=O)C
• InChI: InChI=1S/C10H10Br2N2O2/c1-5-7(3-11)13-8(4-12)6(2)10(16)14(13)9(5)15/h3-4H2,1-2H3
• InChIKey: OSIYFMVMZXJKSP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-bis(bromomethyl)-2,6-dimethyl-1H,7H-[1,2]diazolo[1,2-a]pyrazole-1,7-dione
• IUPAC Traditional name: dBBr
• Synonyms: Dibromobimane; 3,5-Bis(bromomethyl)-2,6-dimethyl-1H,7H-pyrazolo[1,2-a]pyrazole-1,7-dione; DBBR; NSC 608550; Thiolyte BB; Dibromobimane

Database IDs

• CAS Number: 68654-25-1
• MDL Number: MFCD00036952
• Beilstein Number: 4189453
• PubChem SID: 24860789; 162250160
• PubChem CID: 125708

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.6017321
• LogD (pH = 7.4): 1.6017321
• Log P: 1.6017321
• Molar Refractivity: 69.3622 cm^3
• Polarizability: 25.492624 Å^3
• Polar Surface Area: 40.62 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: acetonitrile: soluble; chloroform: soluble; Dichloromethane; DMF: soluble; DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: >170°C (dec.); 170-172 °C(lit.)
• Fluorescence: λex 391 nm in methanol; λex 393 nm; λem 477 nm in 0.1 M Tris pH 7.0, gutathione red

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (CHN)
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C10H10Br2N2O2

DETAILS

Sigma Aldrich - 34025

Application
suitable as derivatization reagent for thiols
Other Notes
Fluorescent thiol-specific labeling reagent1

Toronto Research Chemicals - D425000

A cross linking reagent for proteins, thiols in myosin, hemoglobin and mitochondrial ATPase.