3,8-二硝基-6-苯基菲啶 | 82921-86-6

• 物质功能分类: 医药中间体 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 3,8-二硝基-6-苯基菲啶
• 英文名称: 3,8-dinitro-6-phenylphenanthridine
• 英文别名: 2,7-dinitro-9-phenylphenantridine；3,8-dinitro-6-phenyl-phenanthridine；3,8-Dinitro-6-phenyl-phenanthridin
• CAS: 82921-86-6
• 化学式: C₁₉H₁₁N₃O₄
• 分子量: 345.314
• InChiKey: FCDIEAMONAJOJE-UHFFFAOYSA-N

物化性质

• 熔点：
  273-274 °C
• 沸点：
  573.3±45.0 °C(Predicted)
• 密度：
  1.439±0.06 g/cm3(Predicted)
• 溶解度：
  溶于二甲基亚砜

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 安全说明：
  S26,S37,S39
• 危险类别码：
  R36/37/38
• 海关编码：
  2933990090
• 储存条件：
  室温且干燥

SDS

---

SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 3,8-Dinitro-6-phenylphenanthridine
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. : 82921-86-6
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
Skin irritation (Category 2), H315
Eye irritation (Category 2), H319
Specific target organ toxicity - single exposure (Category 3), H335
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
Xi Irritant R36/37/38
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 word Warning
Hazard statement(s)
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
Other hazards - none

---

SECTION 3: Composition/information on ingredients
Substances
Formula : C19H11N3O4
Molecular Weight : 345,31 g/mol
CAS-No. : 82921-86-6
EC-No. : 280-064-6
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
3,8-Dinitro-6-phenylphenanthridine
CAS-No. 82921-86-6 Skin Irrit. 2; Eye Irrit. 2; STOT <= 100 %
EC-No. 280-064-6 SE 3; H315, H319, H335
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
3,8-Dinitro-6-phenylphenanthridine
CAS-No. 82921-86-6 Xi, R36/37/38 <= 100 %
EC-No. 280-064-6
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
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
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)
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 vapours, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
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.Normal measures for preventive fire
protection.
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.
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
impervious clothing, 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
Do not let product enter drains.

---

SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 270 - 275 °C - lit.
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no 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
no data available
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 sensitisation
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
Inhalation - May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: Not available

---

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
no data available

---

SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material. 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: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

---

SECTION 15: Regulatory information
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
For this product a chemical safety assessment was not carried out

---

SECTION 16: Other information
Full text of H-Statements referred to under sections 2 and 3.
Eye Irrit. Eye irritation
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Skin Irrit. Skin irritation
STOT SE Specific target organ toxicity - single exposure
Full text of R-phrases referred to under sections 2 and 3
Xi Irritant
R36/37/38 Irritating to eyes, respiratory system and skin.
Further information
Copyright 2013 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

制备方法与用途

3,8-二硝基-6-苯基菲啶是一种杂环有机化合物，可作为医药中间体使用。

反应信息

• 作为反应物：
  描述：

  3,8-二硝基-6-苯基菲啶 在 硫酸 、 铁粉 作用下， 以 乙醇 、 水 、 硝基苯 为溶剂， 反应 19.0h， 生成 溴化乙啶
  参考文献：
  名称：

  Improvement of ways to obtain ethidium bromide and synthesis of ethidium ethyl sulfate, a new fluorescent dye for detection of nucleic acids

  摘要：

  Two methods for synthesis of ethidium bromide, a fluorescent dye widely used in molecular biology, were improved. An analog of ethidium bromide, ethidium ethyl sulfate, was synthesized.

  DOI：

  10.1134/s107042721109014x
• 作为产物：
  描述：

  2-硝基联苯 在 硫酸 、 氢气 、 四氯化锡 、 potassium nitrate 作用下， 以 乙醇 、 硝基苯 为溶剂， 60.0 ℃ 、2.94 MPa 条件下， 生成 3,8-二硝基-6-苯基菲啶
  参考文献：
  名称：

  Improvement of ways to obtain ethidium bromide and synthesis of ethidium ethyl sulfate, a new fluorescent dye for detection of nucleic acids

  摘要：

  Two methods for synthesis of ethidium bromide, a fluorescent dye widely used in molecular biology, were improved. An analog of ethidium bromide, ethidium ethyl sulfate, was synthesized.

  DOI：

  10.1134/s107042721109014x

文献信息

• Nucleic acid biosensor diagnostics
  申请人：——

  公开号：US20030157538A1

  公开（公告）日：2003-08-21

  A biosensor for direct analysis of nucleic acid hybridization by use of an optical fiber functionalized with nucleic acid molecules and fluorescence transduction is disclosed. Nucleic acid probes are immobilized onto the surface of optical fibers and undergo hybridization with complementary nucleic acids introduced into the local environment of the sensor. Hybridization events are detected by the use of fluorescent compounds which bind into nucleic acid hybrids. The invention finds uses in detection and screening of genetic disorders, viruses, and pathogenic microorganisms. Biotechnology applications include monitoring of gene cultures and gene expression and the effectiveness (e.g. dose-response) of gene therapy pharmaceuticals. The invention includes biosensor systems in which fluorescent molecules are connected to the immobilized nucleic acid molecules. The preferred method for immobilization of nucleic acids is by in-situ solid phase nucleic acid synthesis. Control of the refractive index of the immobilized nucleic acid is achieved by the support derivatization chemistry and the nucleic acid synthesis. The preferred optical fiber derivation yields a DNA coating of higher refractive index than the fiber core onto the fiber surface.

  本发明公开了一种利用核酸分子功能化的光纤和荧光传导直接分析核酸杂交的生物传感器。核酸探针被固定在光纤表面，并与引入传感器局部环境的互补核酸发生杂交。通过使用与核酸杂交体结合的荧光化合物来检测杂交事件。本发明可用于检测和筛选遗传疾病、病毒和病原微生物。生物技术应用包括监测基因培养和基因表达以及基因治疗药物的有效性（如剂量反应）。本发明包括生物传感器系统，其中荧光分子与固定化核酸分子相连。固定核酸的首选方法是原位固相核酸合成法。固定化核酸折射率的控制是通过支持衍生化学和核酸合成来实现的。首选的光纤衍生方法可在光纤表面形成一层折射率高于光纤芯的 DNA 涂层。
• [EN] NUCLEIC ACID BIOSENSOR DIAGNOSTICS<br/>[FR] DIAGNOSTIC PAR BIOCAPTEURS A ACIDES NUCLEIQUES
  申请人：KRULL, Ulrich, J.

  公开号：WO1998058079A1

  公开（公告）日：1998-12-23

  (EN) A biosensor for direct analysis of nucleic acid hybridazation by use of an optical fiber functionalized with nucleic acid molecules and fluorescence transduction is disclosed. Nucleic acid probes are immobilized onto the surface of optical fibers and undergo hybridization with complementary nucleic acids introduced into the local environment of the sensor. Hybridization events are detected by the use of fluorescent compounds which bind into nucleic acid hybrids. The invention finds uses in detection and screening of genetic disorders, viruses, and pathogenic micoorganisms. Biotechnology applications include monitoring of gene cultures and gene expression and the effectiveness (e.g. dose-response) of gene therapy pharamceuticals. The invention includes biosensor systems in which fluorescent molecules are connected to the immobilized nucleic acid molecules. The preferred method for immobilization of nucleic acids is by $i(in situ) solid phase nucleic acid synthesis. Control of the refractive index of the immobilized nucleic acid is achieved by the support derivatization chemistry and the nucleic acid synthesis. The preferred optical fiber derivation yields a DNA coating of higher refractive index than the fiber core onto the fiber surface.(FR) L'invention concerne un biocapteur qui permet d'analyser directement l'hybridation des acides nucléiques au moyen d'une fibre optique fonctionnalisée avec des molécules d'acide nucléique et d'une transduction par fluorescence. Les sondes d'acide nucléique, immobilisées à la surface des fibres optiques, subissent une hybridation avec des acides nucléiques complémentaires introduits dans l'environnement local du capteur. Les événements d'hybridation sont détectés au moyen de composés fluorescents qui se lient de façon à former des hybrides d'acide nucléique. L'invention peut être utilisée pour détecter et cribler des troubles génétiques, des virus et des micro-organismes pathogènes. Ses applications en biotechnologie sont représentées par la surveillance des cultures et de l'expression des gènes, ainsi que du rendement (c'est-à-dire la dose-réponse) de produits pharmaceutiques destinés à la thérapie génique. L'invention concerne des systèmes biocapteurs dans lesquels des molécules fluorescentes sont liées aux molécules d'acide nucléique immobilisées. La méthode préférée pour immobiliser les acides nucléiques est la synthèse en phase solide $i(in situ). L'indice de réfraction de l'acide nucléique immobilisé est déterminé par les solutions chimiques de dérivatisation du support et la synthèse des acides nucléiques. La dérivation des fibres optiques préférée crée un revêtement d'ADN ayant un indice de réfraction supérieur à l'âme de la fibre sur sa surface.

  一种用于直接分析核苷酸杂化的生物传感器，所述传感器利用功能化光纤和荧光传导技术，其中光纤的表面附着有核苷酸分子。在传感器环境中引入的互补核苷酸与附着于光纤表面的核苷酸探针发生杂化反应。杂化反应的产物通过荧光化合物进行检测。本发明可应用于检测和筛查遗传病、病毒以及病原微生物。生物技术应用包括基因文库和基因表达的监控以及基因疗法药物疗效的效果测试等。所述生物传感器系统中，具有荧光分子连接到附着于光苷酸分子上的成分。用于将核苷酸分子固定在光纤表面的优选方法是原位固相核苷酸合成技术。“$i(in situ) solid phase nucleic acid synthesis”这一技术方法控制了附着于光纤中的核苷酸DNA的折射率。通过支持离化化学和核苷酸合成，将光巩表面的折射率可控制。所述光的折射率的优选光的折射率的优选制造方法产生一个 DNA 投影，其折射率为表面的较高值，相对于光心的轴光的折射率。
• Watkins, Journal of the Chemical Society, <1952> 3059, 3061
  作者：Watkins

  DOI：——

  日期：——
• 150. Amidines. Part XII. Preparation of 9-substituted phenanthridines from N-2-diphenylylamidines
  作者：J. Cymerman、W. F. Short

  DOI：10.1039/jr9490000703

  日期：——
• 78. Researches in the phenanthridine series. Part VI. The relationship between structure and trypanocidal properties
  作者：Leslie P. Walls、C. H. Browning、K. M. Calver、M. W. Leckie

  DOI：10.1039/jr9450000294

  日期：——