ChemicalBook--->CAS DataBase List--->64490-92-2

64490-92-2

64490-92-2 Structure

64490-92-2 Structure
IdentificationMore
[Name]

Sodium tolmetin dihydrate
[CAS]

64490-92-2
[Synonyms]

1-METHYL-5-(P-TOLUOYL)PYRROLE-2-ACETIC ACID SODIUM SALT, DIHYDRATE
1-METHYL-5-[P-TOLUOYL]PYRROLE-2-ACETIC ACID SODIUM SALT: DIHYDRATE
TOLMETIN SODIUM
TOLMETIN SODIUM SALT DIHYDRATE
TOLMETIN SODIUM SALT: DIHYDRATE
1h-pyrrole-2-aceticacid,1-methyl-5-(4-methylbenzoyl)-,sodiumsalt,dihydrate
sodium1-methyl-5-p-toluoylpyrrole-2-acetatedihydrate
sodiumtolmetindihydrate
tolmetinsodiumdihydrate
Tolmetinsodiumsaltdihydratecrystalline
1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid sodium-potassium salt dihydrate
TOLMELINSODIUM
1-Methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetic Acid Sodium Dihydrate
1-Methyl-5-p-toluoylpyrrole-2-acetic Acid Sodium Dihydrate
5-[(p-Tolyl)carbonyl]-1-methylpyrrole-2-acetic Acid Sodium Dihydrate
McN 2559-21-98
Tolmene
1-Methyl-5-(p-toluoyl)pyrrole-2-acetic acid dihydrate sodium-potassium salt
Tolmetin dihydrate sodium salt
[EINECS(EC#)]

626-708-5
[Molecular Formula]

C15H14NNaO3
[MDL Number]

MFCD00079607
[Molecular Weight]

279.27
[MOL File]

64490-92-2.mol
Chemical PropertiesBack Directory
[Appearance]

Crystalline Solid
[Melting point ]

155-157 (dec.)
[storage temp. ]

-20°C Freezer
[solubility ]

Methanol (Slightly), Water (Slightly)
[form ]

Solid
[color ]

White to Beige
[Water Solubility ]

Soluble in water
[Usage]

Anti-inflammatory
[InChI]

InChI=1S/C15H15NO3.Na.2H2O/c1-10-3-5-11(6-4-10)15(19)13-8-7-12(16(13)2)9-14(17)18;;;/h3-8H,9H2,1-2H3,(H,17,18);;2*1H2/q;+1;;/p-1
[InChIKey]

QQILXENAYPUNEA-UHFFFAOYSA-M
[SMILES]

C1(=CC=C(CC([O-])=O)N1C)C(=O)C1C=CC(C)=CC=1.O.O.[Na+]
[CAS DataBase Reference]

64490-92-2(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
R38:Irritating to the skin.
[Safety Statements ]

S36:Wear suitable protective clothing .
[WGK Germany ]

3
[RTECS ]

UX9280000
[HS Code ]

2933995500
Hazard InformationBack Directory
[Chemical Properties]

Crystalline Solid
[Uses]

Anti-inflammatory
[Uses]

Anti-inflammatory.
[Uses]

beta-adrenergic blocker
[Definition]

ChEBI: An organic sodium salt that is the dihydrate form of tolmetin sodium. Used as a nonselective nonsteroidal anti-inflammatory drug.
[Biological Activity]

tolmetin is a non-steroidal anti-inflammatory drug that non-selectively inhibits human cox-1 and -2 [1].the cyclooxygenase (cox) is a therapeutic target for preventing cancer. two isoforms of cox have been identified: cox 1 and cox 2. cox 1 has been constitutively expressed in most tissues and involved in mediating production of prostaglandins that control normal physiological functions, such as maintenance of the gastric mucosa and regulation of renal blood flow. cox 2 is undetectable in most normal tissues [2].
[in vitro]

tolmetin inhibited the activity of human cox-1 and -2 with ic50 values of 0.35 and 0.82 μm, respectively [1]. tolmetin was a competitive and reversible inhibitor of prostaglandin synthetase [3].
[in vivo]

in rats, pretreatment with tolmetin reduced prostaglandin synthesis by minces of renal medulla. incubation of medullary tissue with tolmetin decreased prostagland production. in anesthetized dogs, tolmetin reduced renal blood flow and shifted the distribution of renal cortical flow from the inner cortex toward the outer cortex [4].
[storage]

Store at -20°C
[References]

[1] warner t d, giuliano f, vojnovic i, et al. nonsteroid drug selectivities for cyclo-oxygenase-1 rather than cyclo-oxygenase-2 are associated with human gastrointestinal toxicity: a full in vitro analysis[j]. proceedings of the national academy of sciences, 1999, 96(13): 7563-7568.
[2] dannenberg a j, altorki n k, boyle j o, et al. cyclo-oxygenase 2: a pharmacological target for the prevention of cancer[j]. the lancet oncology, 2001, 2(9): 544-551.
[3] taylor r j, salata j j. inhibition of prostaglandin synthetase by tolmetin (tolectin, mcn-2559), a new non-steroidal anti-inflammatory agent[j]. biochemical pharmacology, 1976, 25(22): 2479-2484.
[4] noordewier b, stygles v g, hook j b, et al. effect of tolmetin on renal function and prostaglandin metabolism[j]. journal of pharmacology and experimental therapeutics, 1978, 204(2): 461-468.
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

64490-92-2(sigmaaldrich)
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