Basic information Safety Supplier Related

4-(NITROOXY)BUTYL (2S)-2-(6-METHOXY-2-NAPHTHYL)PROPANOATE

Basic information Safety Supplier Related

4-(NITROOXY)BUTYL (2S)-2-(6-METHOXY-2-NAPHTHYL)PROPANOATE Basic information

Product Name:
4-(NITROOXY)BUTYL (2S)-2-(6-METHOXY-2-NAPHTHYL)PROPANOATE
Synonyms:
  • 4-(NITROOXY)BUTYL (2S)-2-(6-METHOXY-2-NAPHTHYL)PROPANOATE
  • NAPROXCINOD
  • (S)-2-(6-Methoxy-2-naphthyl)propanoic acid 4-nitrooxybutyl ester
  • Nitronaproxen
  • AZD 3582
  • HCT 3012
  • NAPROXCINOD INTERMEDIATES
  • AKFJWRDCWYYTIG-ZDUSSCGKSA-N
CAS:
163133-43-5
MF:
C18H21NO6
MW:
347.36
Mol File:
163133-43-5.mol
More
Less

4-(NITROOXY)BUTYL (2S)-2-(6-METHOXY-2-NAPHTHYL)PROPANOATE Chemical Properties

Boiling point:
489.5±30.0 °C(Predicted)
Density 
1.213
More
Less

4-(NITROOXY)BUTYL (2S)-2-(6-METHOXY-2-NAPHTHYL)PROPANOATE Usage And Synthesis

Uses

Naproxcinod (Nitronaproxen) is the first in class of cyclooxygenase (COX)-inhibiting nitric oxide donators (CINODs). Naproxcinod shows analgesic and anti-inflammatory effects, it can be used for the research of osteoarthritis and inflammation[1][2][3].

Definition

ChEBI: A carboxylic ester obtained by formal condensation of the carboxy group of naproxen with the hydroxy group of 4-(nitrooxy)butanol. A cyclooxygenase-inhibiting nitric oxide donator that is metabolised to naproxen and a nitric oxide donating moiety, effectiv in treatment of osteoarthritis.

in vivo

Naproxcinod (0-41 mg/kg; p.o. once daily for 42 weeks) shows a significantly higher mean BW (7.3%) than vehicle group and improves skeletal and cardiac disease phenotype in the mouse model of DMD[3].

Animal Model:C57BL/10 mice with Duchenne muscular dystrophy (DMD)[3]
Dosage:0, 10, 21 and 41 mg/kg
Administration:Oral gavage; 0-41 mg/kg once daily for 42 weeks
Result:Significantly improved fraction shortening and ejection fraction, and reduced inflammation in vivo.

References

[1] Berndt G, et al. A common pathway of nitric oxide release from AZD3582 and glyceryl trinitrate. Eur J Pharm Sci. 2004 Feb;21(2-3):331-5. DOI:10.1016/j.ejps.2003.10.020
[2] Berndt G, et al. AZD3582 increases heme oxygenase-1 expression and antioxidant activity in vascular endothelial and gastric mucosal cells. Eur J Pharm Sci. 2005 Jun;25(2-3):229-35. DOI:10.1016/j.ejps.2005.02.015
[3] Uaesoontrachoon K, et al. Long-term treatment with naproxcinod significantly improves skeletal and cardiac disease phenotype in the mdx mouse model of dystrophy. Hum Mol Genet. 2014 Jun 15;23(12):3239-49. DOI:10.1093/hmg/ddu033

4-(NITROOXY)BUTYL (2S)-2-(6-METHOXY-2-NAPHTHYL)PROPANOATESupplier

Shanghai Boyle Chemical Co., Ltd.
Tel
Email
sales@boylechem.com
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Email
sales@BioChemBest.com
LGM Pharma
Tel
1-(800)-881-8210
Email
inquiries@lgmpharma.com
China DongFan Chemical Co.,LTD
Tel
86-0571-85151182
Shanghai Fuhe Chemistry Technology Co., Ltd.
Tel
0086-21-67651709
Email
cfx759@hotmail.com