Coelenterazine

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Names

[ CAS No. ]:
55779-48-1

[ Name ]:
Coelenterazine

[Synonym ]:
Coelenterazine, native
2-(4-Hydroxybenzyl)-6-(4-hydroxyphenyl)-8-benzyl-3,7-dihydroimidazo(1,2-a)pyrazin-3-one
Imidazo[1,2-a]pyrazin-3(7H)-one, 6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-8-(phenylmethyl)-
Coelenterazine
Imidazo(1,2-a)pyrazin-3(7H)-one, 6-(4-hydroxyphenyl)-2-((4-hydroxyphenyl)methyl)-8-(phenylmethyl)-
MFCD00467176
8-Benzyl-2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
641.4±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C26H21N3O3

[ Molecular Weight ]:
423.463

[ Flash Point ]:
341.7±34.3 °C

[ Exact Mass ]:
423.158295

[ PSA ]:
90.62000

[ LogP ]:
3.87

[ Appearance of Characters ]:
solid | yellow

[ Vapour Pressure ]:
0.0±2.0 mmHg at 25°C

[ Index of Refraction ]:
1.689

[ Storage condition ]:
−20°C

[ Water Solubility ]:
methanol and ethanol: soluble

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Statements ]:
H413

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • 1,1-diethoxy-3-(4-hydroxyphenyl)-2-propan-2-one
  • [4-(2,3-dioxopropyl)phenyl] acetate
  • 4-(5-amino-6-benzyl-1H-pyrazin-2-ylidene)cyclohexa-2,5-dien-1-one
  • 3-[4-(tert-butyldimethylsilyloxy)phenyl]-1,1-diethoxypropan-2-one
  • 4-Hydroxyphenylpyruvic acid
  • 4-Hydroxyphenylacetic acid
  • 1-[4-(ACETYLOXY)PHENYL]-3-BROMO-2-PROPANONE
  • 3-(4-acetyloxyphenyl)-1-diazonioprop-1-en-2-olate
  • 4-(acetyloxy)-Benzeneacetyl chloride

DownStream

  • Coelenteramide

Articles

Rp-cAMPS Prodrugs Reveal the cAMP Dependence of First-Phase Glucose-Stimulated Insulin Secretion.

Mol. Endocrinol. 29 , 988-1005, (2015)

cAMP-elevating agents such as the incretin hormone glucagon-like peptide-1 potentiate glucose-stimulated insulin secretion (GSIS) from pancreatic β-cells. However, a debate has existed since the 1970s...

Fluorophore-NanoLuc BRET Reporters Enable Sensitive In Vivo Optical Imaging and Flow Cytometry for Monitoring Tumorigenesis.

Cancer Res. 75 , 5023-33, (2015)

Fluorescent proteins are widely used to study molecular and cellular events, yet this traditionally relies on delivery of excitation light, which can trigger autofluorescence, photoxicity, and photobl...

A Novel Mutation in Isoform 3 of the Plasma Membrane Ca2+ Pump Impairs Cellular Ca2+ Homeostasis in a Patient with Cerebellar Ataxia and Laminin Subunit 1α Mutations.

J. Biol. Chem. 290 , 16132-41, (2015)

The particular importance of Ca(2+) signaling to neurons demands its precise regulation within their cytoplasm. Isoform 3 of the plasma membrane Ca(2+) ATPase (the PMCA3 pump), which is highly express...


More Articles

Related Compounds

  • Coelenterazine h
  • COELENTERAZINE F
  • coelenterazine-v
  • Coelenterazine E
  • coelenterazine-hh
  • Coelenterazine cp
  • 4-[2-(3-Methyl-4-nitrophenoxy)ethyl]piperidine hydrochloride
  • 4-[2-(2,4-Difluorophenoxy)ethyl]piperidine hydrochloride
  • 3-[(2,4-Difluorophenoxy)methyl]pyrrolidine hydrochloride
  • 4-[2-(3,4-Difluorophenoxy)ethyl]piperidine hydrochloride
  • 3-[2-(2-Bromo-4-fluorophenoxy)ethyl]piperidine hydrochloride
  • 4-[2-(2-Nitrophenoxy)ethyl]piperidine hydrochloride
  • 3-[2-(2-Nitrophenoxy)ethyl]piperidine hydrochloride
  • 3-[(2-Nitrophenoxy)methyl]pyrrolidine hydrochloride
  • 4-[2-(4-Bromo-2-fluorophenoxy)ethyl]piperidine hydrochloride
  • 3-[2-(4-Bromo-2-fluorophenoxy)ethyl]piperidine hydrochloride
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