1-(4-anilinonaphthalen-1-yl)pyrrole-2,5-dione

Modify Date: 2024-01-05 18:37:25

1-(4-anilinonaphthalen-1-yl)pyrrole-2,5-dione Structure
1-(4-anilinonaphthalen-1-yl)pyrrole-2,5-dione structure
Common Name 1-(4-anilinonaphthalen-1-yl)pyrrole-2,5-dione
CAS Number 50539-45-2 Molecular Weight 314.33700
Density 1.364g/cm3 Boiling Point 521.6ºC at 760 mmHg
Molecular Formula C20H14N2O2 Melting Point 207ºC
MSDS N/A Flash Point 269.3ºC

 Use of 1-(4-anilinonaphthalen-1-yl)pyrrole-2,5-dione


N-(4-Anilino-1-naphthyl)maleimide is a fluorescent probe that can be used to detect thiol groups in proteins. N-(4-Anilino-1-naphthyl)maleimide reacts with thiol groups and immediately produces a stable fluorescent compound with the λex=355 nm, λem=448 nm[1].

 Names

Name 1-(4-anilinonaphthalen-1-yl)pyrrole-2,5-dione
Synonym More Synonyms

  Biological Activity

Description N-(4-Anilino-1-naphthyl)maleimide is a fluorescent probe that can be used to detect thiol groups in proteins. N-(4-Anilino-1-naphthyl)maleimide reacts with thiol groups and immediately produces a stable fluorescent compound with the λex=355 nm, λem=448 nm[1].
Related Catalog
In Vitro N-(4-Anilino-1-naphthyl)maleimide can be used to label rabbit muscle fibers and its fluorescence spectrum reflects their conformational changes between relaxed or contracted states[2].
References

[1]. T Honda, et al. Characterization of the reactivity of sulphydryl groups in tryptophanase by a dual-monitoring high-performance liquid chromatographic system with a site-directed fluorescent reagent. J Chromatogr. 1986 Dec 26;371:353-60.

[2]. S Chaen, et al. Fluorescence properties and contraction characteristics of ANM (N-(1-anilinonaphthyl-4)maleimide)-labeled rabbit psoas muscle fibers. J Biochem. 1985 Oct;98(4):939-47.

 Chemical & Physical Properties

Density 1.364g/cm3
Boiling Point 521.6ºC at 760 mmHg
Melting Point 207ºC
Molecular Formula C20H14N2O2
Molecular Weight 314.33700
Flash Point 269.3ºC
Exact Mass 314.10600
PSA 49.41000
LogP 4.15080
Index of Refraction 1.746

 MSDS

Name: N-(1-Anilinonaphthyl-4)-Maleimide Material Safety Data Sheet
Synonym: 1-(4-(Phenylamino)-1-Naphtalenyl-1H-Pyrrole-2,5-Dione
CAS: 50539-45-2
Section 1 - Chemical Product MSDS Name:N-(1-Anilinonaphthyl-4)-Maleimide Material Safety Data Sheet
Synonym:1-(4-(Phenylamino)-1-Naphtalenyl-1H-Pyrrole-2,5-Dione

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS
CAS# Chemical Name content EINECS#
50539-45-2 N-(1-Anilinonaphthyl-4)-Maleimide ca 100 256-618-8
Hazard Symbols: XI
Risk Phrases: 36/37/38

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.Moisture sensitive.Light sensitive.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated. Methemoglobinemia is characterized by dizziness, drowsiness, headache, shortness of breath, cyanosis (bluish discoloration of skin due to deficient oxygenation of the blood), rapid heart rate and chocolate-brown colored blood.
Overexposure may cause methemoglobinemia.
Inhalation:
Causes respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. Methemoglobinemia is characterized by dizziness, drowsiness, headache, shortness of breath, cyanosis (bluish discoloration of skin due to deficient oxygenation of the blood), rapid heart rate and chocolate-brown blood. Can produce delayed pulmonary edema. Inhalation of aniline causes anoxia due to the formation of methemoglobin.
Chronic:
May cause methemoglobinemia, which is characterized by chocolate-brown colored blood, headache, weakness, dizziness, breath shortness, cyanosis (bluish skin due to deficient oxygenation of blood), rapid heart rate, unconsciousness and possible death. Effects may be delayed.

Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively. For methemoglobinemia, administer oxygen alone or with Methylene Blue depending on the methemoglobin concentration in the blood.
Antidote: Methylene blue, alone or in combination with oxygen is indicated as a treatment in nitrite induced methemoglobinemia.

Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Do NOT get water inside containers. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up, then place into a suitable container for disposal. Avoid generating dusty conditions. Provide ventilation. Do not get water inside containers.

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Store protected from light. Do not allow contact with water. Keep from contact with moist air and steam.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Store protected from moisture. Store protected from light.

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 50539-45-2: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: almost white
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 207 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C20H14N2O2
Molecular Weight: 314.33

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, light, dust generation, moisture, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Moisture, strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported.

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 50539-45-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
N-(1-Anilinonaphthyl-4)-Maleimide - Not listed by ACGIH, IARC, or NTP.

Section 12 - ECOLOGICAL INFORMATION


Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 37/39 Wear suitable gloves and eye/face
protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 50539-45-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 50539-45-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 50539-45-2 is not listed on the TSCA inventory.
It is for research and development use only.


SECTION 16 - ADDITIONAL INFORMATION
N/A

 Safety Information

Hazard Codes Xi
Risk Phrases 36/37/38
Safety Phrases 26-36
HS Code 2925190090

 Customs

HS Code 2925190090
Summary 2925190090 other imides and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

 Synonyms

MFCD00042694
EINECS 256-618-8
N-Maleimido-N`-phenyl-1,4-Naphthalenediamine