4-{6-[6-(4-methylpiperazin-1-yl)-1,4-dihydroquinazolin-2-yl]-1,4-dihydroquinazolin-2-yl}phenol hydrate trihydrochloride

• ChemBase编号: 130847
• 分子式: C27H33Cl3N6O2
• 平均质量: 579.94892
• 单一同位素质量: 578.17305737
• SMILES: CN1CCN(CC1)c1ccc2c(c1)CN=C(N2)c1ccc2c(c1)CN=C(N2)c1ccc(cc1)O.O.Cl.Cl.Cl
• Canonical SMILES: CN1CCN(CC1)c1ccc2c(c1)CN=C(N2)c1ccc2c(c1)CN=C(N2)c1ccc(cc1)O.O.Cl.Cl.Cl
• InChI: InChI=1S/C27H28N6O.3ClH.H2O/c1-32-10-12-33(13-11-32)22-5-9-25-21(15-22)17-29-27(31-25)19-4-8-24-20(14-19)16-28-26(30-24)18-2-6-23(34)7-3-18;;;;/h2-9,14-15,34H,10-13,16-17H2,1H3,(H,28,30)(H,29,31);3*1H;1H2
• InChIKey: OWRSPPSBNWJJAR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-{6-[6-(4-methylpiperazin-1-yl)-1,4-dihydroquinazolin-2-yl]-1,4-dihydroquinazolin-2-yl}phenol hydrate trihydrochloride
• IUPAC传统名: 4-{6-[6-(4-methylpiperazin-1-yl)-1,4-dihydroquinazolin-2-yl]-1,4-dihydroquinazolin-2-yl}phenol hydrate trihydrochloride
• 别名: 烟酸己可碱 三盐酸盐; 甲嗪双苯咪酚 三盐酸盐; 赫斯特荧光染料 33258; 2′-(4-Hydroxyphenyl)-5-(4-methyl-1-piperazinyl)-2,5′-bi(1H-benzimidazole) trihydrochloride; 2-[2-(4-Hydroxyphenyl)-6-benzimidazoyl]-6-(1-methyl-4-piperazyl)benzimidazole trihydrochloride; Bisbenzimide H 33258; Hoechst Stain solution; BBIH; HOE 33258; Hoechst 33258; bisBenzimide H 33258

登记号

• CAS号: 23491-45-4
• EC号: 245-690-6
• MDL号: MFCD00012679
• Beilstein号: 4088183
• PubChem SID: 24891565; 24848715; 162225125; 24895727; 24891414
• PubChem CID: 16211278

理论计算性质

• Acid pKa: 8.88762
• 质子受体: 7
• 质子供体: 3
• LogD (pH = 5.5): -1.6212612
• LogD (pH = 7.4): 2.4976797
• Log P: 3.318285
• 摩尔折射率: 140.6014 cm^3
• 极化性: 50.867336 Å^3
• 极化表面积: 75.49 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: ethanol: soluble; H2O: soluble; H2O: soluble10 mg/mL; phosphate buffer: precipitates; water and ethanol: soluble10 mg/mL
• 外观: powder
• 荧光: λex 338 nm; λem 505 nm (pH 7.0); λex 355 nm; λem 465 nm in TE buffer; DNA

安全信息

• RTECS编号: SM1140500
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-36/38
• 安全公开号: 23-24/25; 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H315-H319
• GHS警示性声明: P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C; 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC and TLC); ≥98.0% (HPLC)
• 级别: for fluorescence
• 适用性: passes application test for fluorescence; suitable for cell culture
• 产品质量级别: GMP
• Empirical Formula (Hill Notation): C25H24N6O · 3HCl

详细说明

Sigma Aldrich - B1155

Biochem/physiol Actions
膜渗透性 DNA 荧光染色剂，具有低细胞毒性，可插入 DNA 的 A-T 区。
Application
用于 DNA、染色体及细胞核的染色。可用于荧光显微术或流式细胞术。 最大激发波长 = 346nm 最大发射波长 = 460nm

Sigma Aldrich - 14530

Biochem/physiol Actions
膜渗透性 DNA 荧光染色剂，具有低细胞毒性，可插入 DNA 的 A-T 区。
Other Notes
Useful reagent for cytogenetic studies; for the fluorescent staining of DNA in cells12; simple two-step fluorimetric assay of DNA in isolated nuclei, cell extracts, or crude homogenates using Hoechst 3325813
Application
A bibenzimidazole dye that has been utilized as a fluorescent stain. It is membrane-permeable and selectively binds to adenine-thymine regions in the minor groove of B-form DNA 1,2 with a high binding constant, making it a useful stain for DNA, chromosomes, and nuclei 3,4. It has been shown that the fluorescence is relatively insensitive to the presence of various solution reagents (i.e., BSA, RNA, Tris, sucrose, TEA/EDTA, Triton X-100, and SDS)5. Furthermore, the solution ionic strength and pH has been shown to be independent of the Stokes’ shift of bisBenzimide H 33258 3. The properties of this dye make it useful in several applications such as detecting mycoplasma contamination in tissue culture 6,7, indicating early onset of apoptosis8,9, sorting living cells based on DNA content, and acting as a probe for DNA-Drug interactions3. Utilized in the design and development of a fluorimetric assay to quantitate cell numbers in microtiter plates. The methodology of the assay is based on Hoechst 33258 binding to DNA and is sensitive for a thousand cells. One application of this is assay is the normalization of ELISA data.10 The illumination of Hoechst 33253 coupled with Merocyanine 540 can be utilized as an effective method to eradicate bacterial infections (i.e., A. laidlawii contaminated corneal endothelial cell cultures) .11
用于 DNA、染色体及细胞核的染色。可用于荧光显微术或流式细胞术。 最大激发波长 = 346nm 最大发射波长 = 460nm

Sigma Aldrich - H6024

Components
Contains 0.5μg/ml Hoechst bisbenzimide 33258 fluorochrome stain and thimerosal.
Application
A fluorescent DNA stain qualified for use in Mycoplama staining.

Sigma Aldrich - B2883

Biochem/physiol Actions
膜渗透性 DNA 荧光染色剂，具有低细胞毒性，可插入 DNA 的 A-T 区。
Application
用于 DNA、染色体及细胞核的染色。可用于荧光显微术或流式细胞术。 最大激发波长 = 346nm 最大发射波长 = 460nm

Sigma Aldrich - 33266

Biochem/physiol Actions
膜渗透性 DNA 荧光染色剂，具有低细胞毒性，可插入 DNA 的 A-T 区。
Application
用于 DNA、染色体及细胞核的染色。可用于荧光显微术或流式细胞术。 最大激发波长 = 346nm 最大发射波长 = 460nm