(S)-(+)-Naproxene

SKU: N0061

Category: API's & Intermediates

Synonyms: (S)-(+)-6-Methoxy-α-methyl-2-naphthalene acetic acid , Naprosyn , Equiproxen , Laraflex; 22204-53-1
CAS-Number: C₁₄H₁₄O₃
Molecular Formula: 230.26
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Identity: 1H-NMR
Appearance: White powder

Properties

Other: pKa: 4.85
Density: 1.20 g/cm3
Refractive Index: n20D 1.61
Optical Activity: [α]20/D 66º, c = 1 in chloroform
Boiling Point: 403.9 °C at 760 mmHg
Melting Point: 152-154 °C (lit.)
Solvents: water (>3 mg/ml at 25 °C), methanol, DMSO, DMF (100 mg/ml), chloroform, dichloromethane, ether, ethylacetate, tetrahydrofuran

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Safety Data Sheet: CDX N0061 MSDS.pdf

Short Term Storage: +4°C
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.
Handling Advice: Protect from light and moisture.
Long Term Storage: +4°C
Shipping: AMBIENT

Transportation: Packing Group III
RIDADR: UN2811 6.1
Signal word: Danger
GHS Symbol: GHS06
Precautionary statements: P264, P270, P301 + P310, P321, P330, P405, P501
Hazard statements: H301

Description: Non-selective COX inhibitor. The IC50 values for human recombinant COX-1 and -2 are 0.6-4.8 µM and 2.0-28.4 µM, respectively. Naproxen is a potent, non-steroidal, non-selective anti-inflammatory compound that acts as a Cox (cyclooxygenase) inhibitor, and inhibits both Cox-1 and Cox-2. Research indicates that the S-naproxen is a more active form than the R-naproxen. The S-naproxen enantiomer was observed to inhibit platelet aggregation, and both enantiomers decrease production of thromboxane B2. Naproxen has been demonstrated to block A? fibril growth and form a complex with copper (II).
InChi: InChI=1S/C14H14O3/c1-9(14(15)16)10-3-4-12-8-13(17-2)6-5-11(12)7-10/h3-9H,1-2H3,(H,15,16)
References: (1) I.T. Harrison et al., J. Med. Chem. 13, 203 (1970) , (2) R.N. Brogden, et al.: Drugs 18, 241-277 (1979) , (3) W.F. Kean, et al.: J. Pharm. Sci. 78, 324 (1989) , (4) K.C. Duggan, et al.: J. Biol. Chem. 285, 34950 (2010) , (5) T. Takeda, et al.: J. Phys. Chem. B. 114, 15394 (2010) , (6) F. Dimiza, et al.: J. Inorg. Biochem. 105, 476 (2011)
InChi Key: CMWTZPSULFXXJA-UHFFFAOYSA-N
Smiles: C[C@H](C(O)=O)C1=CC2=CC=C(OC)C=C2C=C1

Non-selective COX inhibitor. The IC50 values for human recombinant COX-1 and -2 are 0.6-4.8 µM and 2.0-28.4 µM, respectively. Naproxen is a potent, non-steroidal, non-selective anti-inflammatory compound that acts as a Cox (cyclooxygenase) inhibitor, and inhibits both Cox-1 and Cox-2. Research indicates that the S-naproxen is a more active form than the R-naproxen. The S-naproxen enantiomer was observed to inhibit platelet aggregation, and both enantiomers decrease production of thromboxane B2. Naproxen has been demonstrated to block A? fibril growth and form a complex with copper (II).

SKU: N0061 Category: API's & Intermediates

Additional information

Additional information

Synonyms	(S)-(+)-6-Methoxy-α-methyl-2-naphthalene acetic acid, Naprosyn, Equiproxen, Laraflex
Purity	≥98% (HPLC)
Appearance	White powder
CAS-Number	22204-53-1
Molecular Formula	C14H14O3
Molecular Weight	230.26
Identity	1H-NMR
Solvents	water (>3 mg/ml at 25 °C), methanol, DMSO, DMF (100 mg/ml), chloroform, dichloromethane, ether, ethylacetate, tetrahydrofuran
Melting Point	152-154 °C (lit.)
Boiling Point	403.9 °C at 760 mmHg
Optical Activity	[α]20/D 66º, c = 1 in chloroform
Refractive Index	n20D 1.61
Density	1.20 g/cm3
Other	pKa: 4.85
Smiles	C[C@H](C(O)=O)C1=CC2=CC=C(OC)C=C2C=C1
InChi Key	CMWTZPSULFXXJA-UHFFFAOYSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Hazard statements	H301
Precautionary statements	P264, P270, P301 + P310, P321, P330, P405, P501
GHS Symbol	GHS06
Signal word	Danger
RIDADR	UN2811 6.1
Transportation	Packing Group III
References	(1) I.T. Harrison et al., J. Med. Chem. 13, 203 (1970), (2) R.N. Brogden, et al.: Drugs 18, 241-277 (1979), (3) W.F. Kean, et al.: J. Pharm. Sci. 78, 324 (1989), (4) K.C. Duggan, et al.: J. Biol. Chem. 285, 34950 (2010), (5) T. Takeda, et al.: J. Phys. Chem. B. 114, 15394 (2010), (6) F. Dimiza, et al.: J. Inorg. Biochem. 105, 476 (2011)
InChi	InChI=1S/C14H14O3/c1-9(14(15)16)10-3-4-12-8-13(17-2)6-5-11(12)7-10/h3-9H,1-2H3,(H,15,16)
Quantity	1 g, 10 g, Bulk