K1136

Sigma-Aldrich

Ketorolac tris salt

≥99%, crystalline

Synonym(s):
(±)-5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid tris salt, Toradol
Empirical Formula (Hill Notation):
C15H13NO3 · C4H11NO3
CAS Number:
Molecular Weight:
376.40
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

biological source

synthetic (organic)

assay

≥99%

form

crystalline

solubility

H2O: soluble 15 mg/mL, clear, colorless to faintly yellow (stable at least one month at −20 °C.)

storage temp.

room temp

SMILES string

NC(CO)(CO)CO.OC(=O)C1CCn2c1ccc2C(=O)c3ccccc3

InChI

1S/C15H13NO3.C4H11NO3/c17-14(10-4-2-1-3-5-10)13-7-6-12-11(15(18)19)8-9-16(12)13;5-4(1-6,2-7)3-8/h1-7,11H,8-9H2,(H,18,19);6-8H,1-3,5H2

InChI key

BWHLPLXXIDYSNW-UHFFFAOYSA-N

Gene Information

human ... PTGS1(5742), PTGS2(5743)

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Application

Ketorolac has been used:
  • as an intraperitoneal injection in mice to study the effect of ketorolac on expression of c-Fos (a human proto-oncogene) in ARC (arcuate nucleus of the hypothalamus) POMC (proopiomelanocortin) -EGFP (enhanced green fluorescent protein) neurons
  • to treat mice in order to show that this treatment does not prevent IL-1β-mediated inhibition of Agouti-related protein (AgRP) secretion from murine hypothalamic explants
  • as an analgesic medication to treat rats induced with acute inflammatory joint injury by injecting carrageenan into the ankle

Packaging

1, 5 g in poly bottle

Biochem/physiol Actions

Ketorolac is a non-steroidal agent that possesses moderate anti-inflammatory activity and is also a potent analgesic. It shows superior analgesic efficacy to that of the opioid analgesics like morphine in patients with moderate to severe postsurgical pain. It inhibits prostaglandin synthesis and platelet aggregation induced by arachidonic acid and collagen. It is a dual COX-1/COX-2 inhibitor.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Caution

Stable at least 2 years if stored at room temperature.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

T

Risk Statement

25-36/37/38

Safety Statement

26-45

RIDADR

UN 2811 6.1 / PGIII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
G Cirino et al.
British journal of pharmacology, 117(7), 1421-1426 (1996-04-01)
1. The effects of novel nitric oxide-releasing nonsteroidal anti-inflammatory compounds (NO-NSAIDs) on induction of nitric oxide (NO) synthase by bacterial lipopolysaccharide (LPS) were examined in a murine cultured macrophage cell line, J774. 2. LPS-induced nitrite production was markedly attenuated by...
Jarrad M Scarlett et al.
Endocrinology, 149(10), 4837-4845 (2008-06-28)
Agouti-related protein (AgRP) is an orexigenic neuropeptide produced by neurons in the hypothalamic arcuate nucleus (ARC) that is a key component of central neural circuits that control food intake and energy expenditure. Disorders in energy homeostasis, characterized by hypophagia and...
O Laneuville et al.
The Journal of pharmacology and experimental therapeutics, 271(2), 927-934 (1994-11-01)
We developed an in vitro expression system for accurate kinetic analyses of the inhibition of the human prostaglandin H synthase isozymes (hPGHS-1 and -2) by nonsteroidal anti-inflammatory drugs (NSAIDs). Assays of instantaneous inhibition in which enzyme, 10 microM arachidonate, and...
Rachel L Ruhlen et al.
The Journal of the American Osteopathic Association, 113(10), 738-752 (2013-10-03)
Animal models can be used to investigate manual therapy mechanisms, but testing manipulation in animal models is problematic because animals cannot directly report their pain. To develop a rat model of inflammatory joint injury to test the efficacy of manual...
M M Buckley et al.
Drugs, 39(1), 86-109 (1990-01-01)
Ketorolac is a non-steroidal agent with potent analgesic and moderate anti-inflammatory activity. It is administered as the tromethamine salt orally, intramuscularly, intravenously, and as a topical ophthalmic solution. Clinical studies indicate single-dose efficacy greater than that of morphine, pethidine (meperidine)...
Articles
Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.
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