Basic information Safety Supplier Related

Sodium tolmetin dihydrate

Basic information Safety Supplier Related

Sodium tolmetin dihydrate Basic information

Product Name:
Sodium tolmetin dihydrate
Synonyms:
  • sodiumtolmetindihydrate
  • tolmetinsodiumdihydrate
  • 1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid sodium-potassium salt dihydrate
  • TOLMELINSODIUM
  • Tolmetinsodiumsaltdihydratecrystalline
  • 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
CAS:
64490-92-2
MF:
C15H14NO3.Na.2H2O
MW:
315.3
EINECS:
626-708-5
Product Categories:
  • Aromatics
  • Heterocycles
  • API intermediates
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • BETAGAN
Mol File:
64490-92-2.mol
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Sodium tolmetin dihydrate Chemical Properties

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
InChIKey
QQILXENAYPUNEA-UHFFFAOYSA-M
CAS DataBase Reference
64490-92-2(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-38
Safety Statements 
36
WGK Germany 
3
RTECS 
UX9280000
HS Code 
2933995500

MSDS

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Sodium tolmetin dihydrate Usage And Synthesis

Chemical Properties

Crystalline Solid

Uses

beta-adrenergic blocker

Uses

Anti-inflammatory.

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].

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.

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