ChemicalBook > CAS DataBase List > 1-[2-(1-Benzyl-2,5-dimethyl-1H-pyrrol-3-yl)-2-oxo-ethyl]-6-oxo-1,6-dihydro-pyridine-3-carbonitrile

1-[2-(1-Benzyl-2,5-dimethyl-1H-pyrrol-3-yl)-2-oxo-ethyl]-6-oxo-1,6-dihydro-pyridine-3-carbonitrile

Product Name
1-[2-(1-Benzyl-2,5-dimethyl-1H-pyrrol-3-yl)-2-oxo-ethyl]-6-oxo-1,6-dihydro-pyridine-3-carbonitrile
CAS No.
1449747-00-5
Chemical Name
1-[2-(1-Benzyl-2,5-dimethyl-1H-pyrrol-3-yl)-2-oxo-ethyl]-6-oxo-1,6-dihydro-pyridine-3-carbonitrile
Synonyms
CYM-5520;CYM-5520, 10 mM in DMSO;S1P Receptor 2 Agonist, CYM-5520;1-[2-(1-Benzyl-2,5-dimethyl-1H-pyrrol-3-yl)-2-oxo-ethyl]-6-oxo-1;1-[2-(1-benzyl-2,5-dimethylpyrrol-3-yl)-2-oxoethyl]-6-oxopyridine-3-carbonitrile;1-[2-(1-Benzyl-2,5-dimethyl-1H-pyrrol-3-yl)-2-oxo-ethyl]-6-oxo-1,6-dihydro-pyridine-3-carbonitrile;Inhibitor,osteoporosis,LPL Receptor,inhibit,allosteric,Lysophospholipid Receptor,CYM5520,CYM-5520,S1PR2;1-[2-[2,5-Dimethyl-1-(phenylmethyl)-1H-pyrrol-3-yl]-2-oxoethyl]-1,6-dihydro-6-oxo-3-pyridinecarbonitrile;3-Pyridinecarbonitrile, 1-[2-[2,5-dimethyl-1-(phenylmethyl)-1H-pyrrol-3-yl]-2-oxoethyl]-1,6-dihydro-6-oxo-
CBNumber
CB62750712
Molecular Formula
C21H19N3O2
Formula Weight
345.39
MOL File
1449747-00-5.mol
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1-[2-(1-Benzyl-2,5-dimethyl-1H-pyrrol-3-yl)-2-oxo-ethyl]-6-oxo-1,6-dihydro-pyridine-3-carbonitrile Property

Boiling point:
580.5±50.0 °C(Predicted)
Density 
1.16±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: soluble20mg/mL, clear
pka
-2.80±0.70(Predicted)
form 
powder
color 
white to beige
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Safety

Hazard Codes 
T
Risk Statements 
25-41
Safety Statements 
26-39-45
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1014
Product name
CYM-5520
Purity
≥98% (HPLC)
Packaging
5mg
Price
$105
Updated
2025/07/31
Sigma-Aldrich
Product number
SML1014
Product name
CYM-5520
Purity
≥98% (HPLC)
Packaging
25mg
Price
$435
Updated
2025/07/31
Sigma-Aldrich
Product number
5.31371
Product name
S1P Receptor 2 Agonist, CYM-5520
Packaging
10 mg
Price
$176
Updated
2025/07/31
Cayman Chemical
Product number
17638
Product name
CYM 5520
Purity
≥95%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
17638
Product name
CYM 5520
Purity
≥95%
Packaging
5mg
Price
$93
Updated
2024/03/01
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1-[2-(1-Benzyl-2,5-dimethyl-1H-pyrrol-3-yl)-2-oxo-ethyl]-6-oxo-1,6-dihydro-pyridine-3-carbonitrile Chemical Properties,Usage,Production

Description

Sphingosine-1-phosphate (S1P; ) is an extracellular lipid mediator whose major effects are mediated through five distinct G protein-coupled receptors, S1P1/EDG-1, S1P2/EDG-5, S1P3/EDG-3, S1P4/EDG-6, and S1P5/EDG-8. S1P2 has been implicated in multiple biological functions, including Rho activation, inhibition of Rac and cell migration, and in “feed forward” autocrine signaling in NF-κB survival signaling of tumor cells. CYM 5520 is a noncompetitive allosteric agonist of S1P2 (EC50 = 0.48 μM) that does not display agonist activity towards S1P1, S1P3, S1P4, or S1P5.

Uses

CYM-5520 has been used as a sphingosine 1-phosphate receptor 2 (S1pr2) agonist in pancreatic adenocarcinoma?cell?line (CFPAC-1).

Biochem/physiol Actions

CYM-5520 is a specific, noncompetitive allosteric agonist of sphingosine 1-phosphate receptor 2 (S1PR2; EC50 = 1.0 μM). The compound CYM-5520 does not show any agonsit activity towards S1PR1, S1PR3, S1PR4 or S1PR5.

in vivo

CYM-5520 (10 mg/kg; i.p.; 5 consecutive days per week; for 6 weeks) treatment clearly increases long bone and vertebral bone mass in osteopenic ovariectomized mice. CYM-5520 also increases osteoblast number, osteoid surface and alkaline phosphatase, and plasma concentrations of the osteoanabolic marker procollagen I C-terminal propeptide are also elevated[2].

Animal Model:Ovariectomized 12 weeks old C57Bl6J mice[2]
Dosage:10 mg/kg
Administration:i.p.; 5 consecutive days per week; for 6 weeks
Result:Corrected ovariectomy-induced osteopenia in mice by inducing new bone formation.

storage

Store at +4°C

References

[1] HIDEO SATSU . A sphingosine 1-phosphate receptor 2 selective allosteric agonist[J]. Bioorganic & Medicinal Chemistry, 2013, 21 17: Pages 5373-5382. DOI: 10.1016/j.bmc.2013.06.012

1-[2-(1-Benzyl-2,5-dimethyl-1H-pyrrol-3-yl)-2-oxo-ethyl]-6-oxo-1,6-dihydro-pyridine-3-carbonitrile Preparation Products And Raw materials

Raw materials

Preparation Products

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1-[2-(1-Benzyl-2,5-dimethyl-1H-pyrrol-3-yl)-2-oxo-ethyl]-6-oxo-1,6-dihydro-pyridine-3-carbonitrile Suppliers

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1449747-00-5, 1-[2-(1-Benzyl-2,5-dimethyl-1H-pyrrol-3-yl)-2-oxo-ethyl]-6-oxo-1,6-dihydro-pyridine-3-carbonitrileRelated Search:

CYM50179 CYM50308 N-(4-(aminomethyl)-2,6-dimethylphenyl)-5-(2,5-dichlorophenyl)furan-2-carboxamide(CYM50358) N-[(4-(Aminomethyl)-2,6-dimethylphenyl]-5-(2,5-dichlorophenyl)-2-furancarboxamide hydrochloride

  • 1-[2-(1-Benzyl-2,5-dimethyl-1H-pyrrol-3-yl)-2-oxo-ethyl]-6-oxo-1,6-dihydro-pyridine-3-carbonitrile
  • CYM-5520
  • 1-[2-[2,5-Dimethyl-1-(phenylmethyl)-1H-pyrrol-3-yl]-2-oxoethyl]-1,6-dihydro-6-oxo-3-pyridinecarbonitrile
  • 3-Pyridinecarbonitrile, 1-[2-[2,5-dimethyl-1-(phenylmethyl)-1H-pyrrol-3-yl]-2-oxoethyl]-1,6-dihydro-6-oxo-
  • 1-[2-(1-benzyl-2,5-dimethylpyrrol-3-yl)-2-oxoethyl]-6-oxopyridine-3-carbonitrile
  • Inhibitor,osteoporosis,LPL Receptor,inhibit,allosteric,Lysophospholipid Receptor,CYM5520,CYM-5520,S1PR2
  • CYM-5520, 10 mM in DMSO
  • S1P Receptor 2 Agonist, CYM-5520
  • 1-[2-(1-Benzyl-2,5-dimethyl-1H-pyrrol-3-yl)-2-oxo-ethyl]-6-oxo-1
  • 1449747-00-5