BODIPY-FL NHS ester

Basic Information

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CAS Number

146616-66-2

Molecular Formula

C18H18BF2N3O4

Molecular Weight

389.2 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

160.0 to 164.0 deg-C

SMILES

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[B-]1(N2C(=CC(=C2C=C3[N+]1=C(C=C3)CCC(=O)ON4C(=O)CCC4=O)C)C)(F)F

InChI

InChI=1S/C18H18BF2N3O4/c1-11-9-12(2)22-15(11)10-14-4-3-13(23(14)19(22,20)21)5-8-18(27)28-24-16(25)6-7-17(24)26/h3-4,9-10H,5-8H2,1-2H3

InChIKey

SDVMGNSTOAJONW-UHFFFAOYSA-N

Complexity

838

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

2,5-Dioxopyrrolidin-1-yl 3-(5,5-difluoro-7,9-dimethyl-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-3-yl)propanoate
D5555
3-(3-((2,5-dioxopyrrolidin-1-yl)oxy)-3-oxopropyl)-5,5-difluoro-7,9-dimethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide
BP-22534
BDP FL NHS ester
AS-77903
BDP FL NHS Ester (1mg*3)
EverFluor FL, SE [4,4-Difluoro-5,7-DiMethyl-4-Bora-3a,4a-Diaza-s-Indacene-3-Propionic Acid, SucciniMidyl Ester ] [Known as BODIPY[R] FL, SE, TM of MP]
LCZC067
B6232
Boron, [1-[3-[5-[(3,5-dimethyl-2H-pyrrol-2-ylidene-.kappa.N)methyl]-1H-pyrrol-2-yl-.kappa.N]-1-oxopropoxy]-2,5-pyrrolidinedionato]difluoro-,(T-4
BODIPY FL succinimide ester
(T-4)-[1-[3-[5-[(3,5-Dimethyl-2H-pyrrol-2-ylidene-?N)methyl]-1H-pyrrol-2-yl-?N]-1-oxopropoxy]-2,5-pyrrolidinedionato]difluoroboron
SCHEMBL15334296
(T-4)-[1-[3-[5-[(3,5-dimethyl-2H-pyrrol-2-ylidene-kappaN)methyl]-1H-pyrrol-2-yl-kappaN]-1-oxopropoxy]-2,5-pyrrolidinedionato]difluoroboron
146616-66-2
1443457-56-4
WFA61666
(2,5-Dioxopyrrolidin-1-yl) 3-(2,2-difluoro-10,12-dimethyl-1-aza-3-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-3,5,7,9,11-pentaen-4-yl)propanoate
MFCD00467385
BDY FL, SE
C18H18BF2N3O4
AKOS025142115
7-(3-((2,5-Dioxopyrrolidin-1-yl)oxy)-3-oxopropyl)-5,5-difluoro-1,3-dimethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide
EX-A3362
BODIPY FL Ester
R01-0009
AT26030
3-(3-((2,5-Dioxopyrrolidin-1-yl)oxy)-3-oxopropyl)-5,5-difluoro-7,9-dimethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide
Boron,[1-[3-[5-[(3,5-dimethyl-2H-pyrrol-2-ylidene-kN)methyl]-1H-pyrrol-2-yl-kN]-1-oxopropoxy]-2,5-pyrrolidinedionato]difluoro
Boron,[1-[3-[5-[(3,5-dimethyl-2H-pyrrol-2-ylidene-kN)methyl]-1H-pyrrol-2-yl-kN]-1-oxopropoxy]-2,5-pyrrolidinedionato]difluoro-,(T-4)-

MDL Number

MFCD00467385

FAQ

What are the physical and chemical properties of BODIPY-FL NHS ester (CAS: 146616-66-2)?

BODIPY-FL NHS ester (CAS: 146616-66-2) is a water-insoluble, orange-fluorescent compound. It has a molecular weight of approximately 481.4 Da and typically exhibits good reactivity towards primary amines for amide bond formation. It is soluble in organic solvents like DMSO and DMF. The compound tends to form crystalline solids and shows high fluorescence quantum yield, making it useful for labeling biomolecules and imaging applications.

How is BODIPY-FL NHS ester (CAS: 146616-66-2) typically synthesized?

BODIPY-FL NHS ester (CAS: 146616-66-2) is typically synthesized by first protecting the BODIPY core with a hydroxyl group, then converting it to an acetylated derivative. This is followed by esterification with NHS ester to yield the final product. Common solvents include dichloromethane, and the reaction proceeds via a nucleophilic substitution mechanism. Yield is generally around 75-85%, and the reaction is catalyzed by a suitable base or acid depending on the specific step.

What industries use BODIPY-FL NHS ester (CAS: 146616-66-2)?

BODIPY-FL NHS ester (CAS: 146616-66-2) is widely used in pharmaceutical, biotechnology, and chemical industries. It is particularly valued in the field of fluorescence labeling and imaging, where it is used for conjugating biomolecules, peptides, and proteins. The compound is also employed in the development of fluorescent sensors and as a fluorescent probe in semiconductor and optoelectronic applications due to its excellent photostability and high quantum yield.

What precautions should be taken when handling BODIPY-FL NHS ester (CAS: 146616-66-2)?

When handling BODIPY-FL NHS ester (CAS: 146616-66-2), it is important to wear personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a fume hood to minimize exposure to the vapor and aerosols. Spills should be handled with caution using appropriate absorbent materials and followed by thorough cleaning. Always consult the Safety Data Sheet (SDS) before handling the compound for detailed safety information and emergency procedures.