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667463-85-6生产厂家

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667463-85-6

667463-85-6结构式
667463-85-6结构式
  • 常用中文名:BIO-acetoxime
  • 常用英文名:BIO-acetoxime
  • CAS号:667463-85-6
  • 分子式:C18H12BrN3O3
  • 分子量:398.210
  • 相关类别: 信号通路 PI3K/Akt/mTOR 信号通路 GSK-3
  • 发布时间:2018-06-25 07:58:34
  • 更新时间:2024-01-02 23:08:53
  • BIO-acetoxime (BIA) 是一种有效、选择性的 GSK-3 抑制剂,对 GSK-3α/β 的 IC50 值均为 10 nM;BIO-acetoxime 具有抗惊厥和抗感染作用。

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中文名 6-溴靛玉红-3'-丙酮肟
英文名 [[2-(6-bromo-2-oxo-1H-indol-3-ylidene)indol-3-yl]amino] acetate
英文别名 2H-Indol-2-one, 3-[(3E)-3-[(acetyloxy)imino]-1,3-dihydro-2H-indol-2-ylidene]-6-bromo-1,3-dihydro-, (3Z)-
2H-Indol-2-one, 3-[(3E)-3-[(acetyloxy)imino]-1,3-dihydro-2H-indol-2-ylidene]-6-bromo-1,3-dihydro-, (3E)-
(3Z)-3-[(3E)-3-(Acetoxyimino)-1,3-dihydro-2H-indol-2-ylidene]-6-bromo-1,3-dihydro-2H-indol-2-one
(3E)-3-[(3E)-3-(Acetoxyimino)-1,3-dihydro-2H-indol-2-ylidene]-6-bromo-1,3-dihydro-2H-indol-2-one
in1315
(3Z)-3-{(3E)-3-[(acetyloxy)imino]-1,3-dihydro-2H-indol-2-ylidene}-6-bromo-1,3-dihydro-2H-indol-2-one
6-Bromoindirubin-3'-acetoxime
BIO-acetoxime
GSK-3 Inhibitor X
描述 BIO-acetoxime (BIA) 是一种有效、选择性的 GSK-3 抑制剂,对 GSK-3α/β 的 IC50 值均为 10 nM;BIO-acetoxime 具有抗惊厥和抗感染作用。
相关类别
靶点

GSK-3α:10 nM (IC50)

GSK-3β:10 nM (IC50)

CDK5/p35:2.4 μM (IC50)

CDK2/cyclin A:4.3 μM (IC50)

CDK1/cyclin B:63 μM (IC50)

体外研究 生物乙酰肟(BIA;化合物13)是一种有效的选择性GSK-3α/β抑制剂,IC50均为10 nM。生物乙酰肟(BIA)对CDK5/p35(IC50,2.4μM),CDK2 /细胞周期蛋白A(IC50,4.3μM)和CDK1 /细胞周期蛋白B(IC50,63μM)的作用较弱[1]。生物乙酰肟(BIA)(5μM和10μM)增加了HSV-1感染细胞的活力,但对模拟细胞的形态和活力几乎没有影响。此外,BIO-乙酰肟(BIA)(0.625,1.25,2.5,5和10μM)显着降低OC3细胞中HSV-1颗粒的释放,EC50为0.68±0.28μM。生物乙酰肟(BIA)抑制HSV-1基因的表达,并且可能不影响HSV-1衣壳的核靶向。此外,延迟添加BIO-乙酰肟(BIA)也可抑制HSV-1感染[2]。
体内研究 BIO-乙酰肟(BIA)显示在0.5mg/kg的局灶性毛果芸香碱大鼠模型中的抗惊厥作用,以及在0.5,2.5和5mg/kg的6-Hz完全点燃的FVB/N小鼠中通过ip施用[3]。
细胞实验 将OC3细胞接种在3.5和6cm直径的培养皿中,分别用于蛋白质印迹分析和RNA分离。除非另有说明,否则细胞以5的感染复数(moi)进行模拟处理或暴露于HSV-1。首先将糖原合成酶激酶-3(GSK-3)抑制剂BIO-乙酰肟(BIA)溶解在DMSO中以制备储备溶液。含有DMSO的培养基用作溶剂对照。在模拟或HSV-1感染之前,将细胞仅用培养基,含有0.1%DMSO或BIO-乙酰肟(BIA)的培养基预处理45分钟。在整个感染期间也存在生物乙酰肟(BIA)。为了检查对病毒的直接影响,在室温下用含有5μMBIO-乙酰肟(BIA)的培养基直接处理HSV-1 1小时。用倒置显微镜观察细胞形态[2]。
动物实验 小鼠[3]雄性FVB / N小鼠用于测试BIO-乙酰肟在完全点燃的小鼠中的抗惊厥作用。为了实现完全点燃状态,除了周末之外,每天两次以固定的惊厥阈值电流刺激小鼠,刺激之间的最小间隔为4小时。然后每周刺激点燃的小鼠仅2天,每天两次以维持完全点燃的状态。同时,未经训练的小鼠保持原始刺激方案最多1-2周。通过在周一早晨刺激这些动物,在“癫痫”完全点燃的小鼠中研究了BIO-乙酰肟(BIA)的抗惊厥作用。在星期一下午,在刺激前30分钟向动物腹膜内(ip)注射载体。星期二早上,老鼠再次受到刺激。周二下午,小鼠腹腔注射BIO-乙酰肟(BIA),30分钟后刺激。使用Racine量表评估癫痫发作的严重程度。将治疗前评分与周二治疗后获得的治疗后评分进行比较。为了确认任何观察到的效果,重复实验,尊重1周的冲洗。在该清洗周期间,所有小鼠被刺激2天(每天两次)以维持点燃状态。到目前为止,长时间的复合测试尚未得到验证。这意味着在一批点燃的小鼠中只能测试一剂BIO-乙酰肟[3]。
参考文献

[1]. Meijer L, et al. GSK-3-selective inhibitors derived from Tyrian purple indirubins. Chem Biol. 2003 Dec;10(12):1255-66.

[2]. BIO-acetoxime, et al. Antiherpetic potential of 6-bromoindirubin-3'-acetoxime (BIO-acetoxime) in human oral epithelial cells. Arch Virol. 2013 Jun;158(6):1287-96.

[3]. BIO-acetoxime, et al. Identification of GSK-3 as a Potential Therapeutic Entry Point for Epilepsy. ACS Chem Neurosci. 2018 Nov 6.

密度 1.7±0.1 g/cm3
分子式 C18H12BrN3O3
分子量 398.210
精确质量 397.006195
PSA 83.28000
LogP 2.37
外观性状 粉末
折射率 1.741
储存条件 -20℃

SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name: BIO-Acetoxime
REACH No.: A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No.: 667463-85-6
Relevant identified uses of the substance or mixture and uses advised against
Identified uses: Laboratory chemicals, Manufacture of substances



SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Acute toxicity, Oral (Category 4), H302
Acute aquatic toxicity (Category 1), H400
Chronic aquatic toxicity (Category 1), H410
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
N, Xn Dangerous for theR22, R50/53
environment, Harmful
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal wordWarning
Hazard statement(s)
H302Harmful if swallowed.
H410Very toxic to aquatic life with long lasting effects.
Precautionary statement(s)
P273Avoid release to the environment.
P501Dispose of contents/ container to an approved waste disposal plant.
Supplemental Hazardnone
Statements
Other hazards - none

SECTION 3: Composition/information on ingredients
Substances
Synonyms: BIA
(2'Z,3'E)-6-Bromoindirubin-3'-acetoxime
6-Bromoindirubin-3'-acetoxime
6-Bromoindirubin acetoxime
(3Z)-3-[(3E)-3-[(Acetyloxy)imino]-1,3-dihydro-2H-indol-2-ylidene]-6-
bromo-1,3-dihydro-2H-Indol-2-one
Formula: C18H12BrN3O3
Molecular Weight: 398,21 g/mol
CAS-No.: 667463-85-6
Hazardous ingredients according to Regulation (EC) No 1272/2008
ComponentClassificationConcentration
(2'Z,3'E)-6-Bromoindirubin-3'-acetoxime
Acute Tox. 4; Aquatic Acute 1; -
Aquatic Chronic 1; H302,
H410
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

SECTION 4: First aid measures
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx), Hydrogen bromide gas
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure
adequate ventilation. Avoid breathing dust.
For personal protection see section 8.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the
environment must be avoided.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Recommended storage temperature: 2 - 8 °C
Specific end use(s)
A part from the uses mentioned in section 1.2 no other specific uses are stipulated

SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested
and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
Use respirators and components tested and approved under appropriate government standards
such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into
the environment must be avoided.

SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) AppearanceForm: solid
b) Odourno data available
c) Odour Thresholdno data available
d) pHno data available
e) Melting point/freezingno data available
point
f) Initial boiling point and no data available
boiling range
g) Flash pointnot applicable
h) Evaporation rateno data available
i) Flammability (solid, gas) no data available
j) Upper/lowerno data available
flammability or
explosive limits
k) Vapour pressureno data available
l) Vapour densityno data available
m) Relative densityno data available
n) Water solubilityno data available
o) Partition coefficient: n- log Pow: 4,635
octanol/water
p) Auto-ignitionno data available
temperature
q) Decompositionno data available
temperature
r) Viscosityno data available
s) Explosive propertiesno data available
t) Oxidizing propertiesno data available
Other safety information
no data available

SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC:No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: Not available
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

SECTION 12: Ecological information
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
Very toxic to aquatic life with long lasting effects.
no data available

SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

SECTION 14: Transport information
UN number
ADR/RID: 3077IMDG: 3077IATA: 3077
UN proper shipping name
ADR/RID: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. ( (2'Z,3'E)-6-
Bromoindirubin-3'-acetoxime)
IMDG: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. ( (2'Z,3'E)-6-
Bromoindirubin-3'-acetoxime)
IATA:Environmentally hazardous substance, solid, n.o.s. ( (2'Z,3'E)-6-Bromoindirubin-3'-acetoxime)
Transport hazard class(es)
ADR/RID: 9IMDG: 9IATA: 9
Packaging group
ADR/RID: IIIIMDG: IIIIATA: III
Environmental hazards
ADR/RID: yesIMDG Marine Pollutant: yesIATA: yes
Special precautions for user
Further information
EHS-Mark required (ADR 2.2.9.1.10, IMDG code 2.10.3) for single packagings and combination
packagings containing inner packagings with Dangerous Goods > 5L for liquids or > 5kg for solids.



SECTION 15 - REGULATORY INFORMATION
N/A


SECTION 16 - ADDITIONAL INFORMATION
N/A
符号 GHS07 GHS09
GHS07, GHS09
信号词 Warning
危害声明 H302-H410
警示性声明 P273-P501
危害码 (欧洲) N
危险品运输编码 UN 3077 9 / PGIII