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

Product Name: 4-(NITROOXY)BUTYL (2S)-2-(6-METHOXY-2-NAPHTHYL)PROPANOATE
CAS No.: 163133-43-5
Chemical Name: 4-(NITROOXY)BUTYL (2S)-2-(6-METHOXY-2-NAPHTHYL)PROPANOATE
Synonyms: HCT 3012;AZD 3582;NAPROXCINOD;Nitronaproxen;Naproxen-N-butyl nitrate;NAPROXCINOD INTERMEDIATES;AKFJWRDCWYYTIG-ZDUSSCGKSA-N;4-(NITROOXY)BUTYL (2S)-2-(6-METHOXY-2-NAPHTHYL)PROPANOATE;(S)-2-(6-Methoxy-2-naphthyl)propanoic acid 4-nitrooxybutyl ester;2-Naphthaleneacetic acid, 6-methoxy-α-methyl-, 4-(nitrooxy)butyl ester, (αS)-
CBNumber: CB91472791
Molecular Formula: C18H21NO6
Formula Weight: 347.36
MOL File: 163133-43-5.mol

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

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H373May cause damage to organs through prolonged or repeated exposure

H400Very toxic to aquatic life

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P314Get medical advice/attention if you feel unwell.

P330Rinse mouth.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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

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)PROPANOATE Preparation Products And Raw materials

Raw materials

Preparation Products

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163133-43-5, 4-(NITROOXY)BUTYL (2S)-2-(6-METHOXY-2-NAPHTHYL)PROPANOATERelated Search:

Naproxen methyl 6-methoxynaphthalene-2-acetate Beta-Naphthylacetic acid,methyl ester ETHYL 2-NAPHTHYLACETATE 4-(NITROOXY)BUTYL (2S)-2-(6-METHOXY-2-NAPHTHYL)PROPANOATE (+/-)-2-(6-METHOXY-2-NAPHTHYL)PROPIONIC ACID 6-METHOXY-2-NAPHTHYLACETIC ACID 2-(6-METHOXY-2-NAPHTHYL)PROPANOIC ACID

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

2-Naphthaleneacetic acid, 6-methoxy-α-methyl-, 4-(nitrooxy)butyl ester, (αS)-

NaproxcinodQ: What is Naproxcinod Q: What is the CAS Number of Naproxcinod Q: What is the storage condition of Naproxcinod Q: What are the applications of Naproxcinod

Naproxen-N-butyl nitrate

163133-43-5