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Ketorolac

CAS No.
74103-06-3
Chemical Name:
Ketorolac
Synonyms
Ketorolac acid;Acular;Fluoxetin;(S)-Ketorolac;5-benzoyl-2,3-dihydro-1h-pyrrolizine-1-carboxylic acid;Dolac;rs37619;Lixidol;Tm-asyn;Toratex
CBNumber:
CB6392833
Molecular Formula:
C15H13NO3
Molecular Weight:
255.27
MDL Number:
MFCD00864281
MOL File:
74103-06-3.mol
Last updated:2024-03-19 15:37:51

Ketorolac Properties

Melting point 160-161°C
Boiling point 493.2±40.0 °C(Predicted)
Density 1.33±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
pka 3.49 ±0.02(at 25℃)
color Off-White
Water Solubility 183mg/L(32 ºC)
CAS DataBase Reference 74103-06-3(CAS DataBase Reference)
NCI Dictionary of Cancer Terms ketorolac
FDA UNII YZI5105V0L
NCI Drug Dictionary ketorolac
ATC code M01AB15,S01BC05
EPA Substance Registry System 1H-Pyrrolizine-1-carboxylic acid, 5-benzoyl-2,3-dihydro- (74103-06-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H332-H335
Precautionary statements  P261-P280-P305+P351+P338
RIDADR  3249
HazardClass  6.1(a)
PackingGroup  II
HS Code  2933998090
Toxicity LD50 orally in mice: ~200 mg/kg (Rooks)
NFPA 704
0
2 0

Ketorolac price More Price(34)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 9001148 Ketorolac ≥95% 74103-06-3 50mg $15 2024-03-01 Buy
Cayman Chemical 9001148 Ketorolac ≥95% 74103-06-3 100mg $19 2024-03-01 Buy
Cayman Chemical 9001148 Ketorolac ≥95% 74103-06-3 500mg $79 2024-03-01 Buy
Cayman Chemical 9001148 Ketorolac ≥95% 74103-06-3 1g $110 2024-03-01 Buy
TRC K235615 racKetorolac 74103-06-3 1g $85 2021-12-16 Buy
Product number Packaging Price Buy
9001148 50mg $15 Buy
9001148 100mg $19 Buy
9001148 500mg $79 Buy
9001148 1g $110 Buy
K235615 1g $85 Buy

Ketorolac Chemical Properties,Uses,Production

Chemical properties

It is crystallized in ethyl acetate - ether with a melting point of 160~161 degrees centigrade.The maximum absorption of UV (methanol):245,312m (epsilon 7080,17400). PKa3.49 + 0.02.Acute toxic LD50 mice (mg/kg): about 200 of oral administration. .(+) - configuration: crystallized from hexane ethyl acetate with the melting point of 174 degrees centigrade;The melting point is 154 156 degrees centigrade. [α]D+173° (C=1, methanol).(-) - configuration: crystallizzed from hexane ethyl acetate with melting point at 169~170 degrees centigrade; melting point is 153~155 degrees centigrade. [α]D-176° (C=1, methanol).

Pharmacological action

Ketorolac is also called ketorolac, acular and Ketorolac Tromethamine. It is a non steroid analgesic and anti-inflammatory drug, a derivative of pyrrolidone.The chemical structure and pharmacological action is similar to Tolectin, Zoaesthetic acid and Indometacin. By inhibiting cyclooxygenase, it inhibits the synthesis and release of prostaglandins, and produces anti-inflammatory effects. It can reduce the temperature induced by heat source, which is related to the inhibition of the synthesis of prostaglandin in the central nervous system.It has strong analgesic and moderate anti-inflammatory antipyretic and inhibition of platelet aggregation, and has no inhibition of respiration and addiction. In animal experiments, the analgesic effect is stronger than aspirin, indomethacin and naproxen.It is equal to or better than the anti-inflammatory effect of naproxen and indomethacin, phenylbutazone,Its antipyretic effect on rats are stronger than aspirin and phenylbutazone and the same with indomethacin and naproxen.It inhibits the platelet aggregation induced by arachidonic acid and collagen.But it does not inhibit the induction of adenosine diphosphate(ADP) ..This product is quickly and completely absorbed after the intramuscular injection, and is almost completely absorbed after oral administration.Food can slow down the absorption speed, but it does not affect the degree of absorption, and the bioavailability is 80% ~ 100%. 10 minutes after intramuscular injection of 30mg, it usually relieves the pain obviously. After 50 minutes, the peak of plasma concentration is up to 2.2 g/mL.After 30~60 minutes of oral administration, the pain is obviously relieved and the concentration of plasma is peak at 1.5 to 4 hours.The plasma half-life of young people is about 5.3 hours, and for the elderly it is about 7 hours, and the analgesic effect could be maintained for 6~8 hours. 91.4% will be excreted from the urinary tract, the rest will be excreted from the excrement.In patients with renal insufficiency, the total plasma clearance rate decreases and the half-life prolongs, so the dosage should be reduced.
Clinical application: ketorolac is mainly used for short-term pain treatment including postoperative pain (such as the abdomen, chest, Urology, gynecology, Department of Stomatology, orthopedic surgery and pain) as well as the acute skeletal muscle pain caused by various causes, such as sprain, dislocation, fracture and soft tissue injury, and other pain caused by other diseases, such as postpartum pain, acute renal colic, toothache, sciatica, late cancer pain, wound pain, biliary colic, etc.. It can be used as a substitute for morphine and pethidine.

Chemical Properties

Light yellow solid

Uses

antiarrhythmic

Uses

Ketorolac-d5 is a labeled analogue of Ketorolac, a Prostaglandin biosynthesis inhibitor. Analgesic; anti-inflammatory.

Uses

prostaglandin F2a analogue

Indications

Ketorolac (Toradol), an NSAID chemically related to indomethacin and tolmetin, is mainly used as an analgesic, not for the treatment of inflammatory disease. It is available in oral, parenteral, and topical formulations.

Definition

ChEBI: Ketorolac is a racemate comprising equimolar amounts of (R)-(+)- and (S)-(-)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid. While only the (S)-(-) enantiomer is a COX1 and COX2 inhibitor, the (R)-(+) enantiomer exhibits potent analgesic activity. A non-steroidal anti-inflammatory drug, ketorolac is mainly used (generally as the tromethamine salt) for its potent analgesic properties in the short-term management of post-operative pain, and in eye drops to relieve the ocular itching associated with seasonal allergic conjunctivitis. It was withdrawn from the market in many countries in 1993 following association with haemorrhage and renal failure. It has a role as a cyclooxygenase 2 inhibitor, a cyclooxygenase 1 inhibitor, a non-steroidal anti-inflammatory drug and an analgesic. It contains a (R)-ketorolac and a (S)-ketorolac. It is a conjugate acid of a ketorolac(1-).

brand name

Acular (Allergan); Toradol (Roche).

World Health Organization (WHO)

Ketorolac is a nonsteroidal anti-inflammatory agent used in the management of moderate to severe acute post-operative pain. It remains on the market in many countries with restrictions on its use.

Biological Functions

Ketorolac (Toradol) is an NSAID with very mild antiinflammatory and antipyretic activity. It is a potent analgesic for postoperative pain. Its efficacy is equivalent to that of low doses of morphine in the control of pain. For this reason it is often combined with opioids to reduce opioid dose and related side effects while providing adequate pain relief. It is also used to replace the opioids in some patients with opioid sensitivity. The mechanism of action of ketorolac involves the inhibition of COX and decreased formation of prostaglandins. However, some evidence exists that ketorolac may stimulate the release of endogenous opioids as a part of its analgesic activity.

General Description

Ketorolac tromethamine (Toradol), marketed as a mixture of(R)- and (S)-ketorolac enantiomers, is a potent NSAID analgesicindicated for the treatment of moderately severe, acutepain. It should be noted that the pharmacokinetic dispositionof ketorolac in humans is subject to marked enantioselectivity.Thus, it is important to monitor the individual blood levelsso an accurate assessment of its therapeutic action can bemade correctly. However, it should be noted that, beingone of the conventional NSAIDs with highest risk of GIcomplications, its administration should not exceed 5 days.

Clinical Use

Ketorolac is a nonsteroidal anti-inflammatory drug mainly used for the treatment of moderate to severe postoperative pain. Ketorolac shows a balanced inhibition of COX-1 and COX-2 in cultured human cells . Ketorolac is mostly used as the tromethamine salt. Due to a number of severe side effects including gastrointestinal disturbances, impairment of liver functions, renal failures, skin irritations, and other hypersensitivity reaction it has been withdrawn in many countries.

Synthesis

Benzoylation of 2-methylthiopyrrole with N,N-dimethylbenzamide in the presence of POCl3 in refluxing CH2Cl2 gives 5-benzoyl-2-methylthiopyrrole, which is condensed with spiro-5,7-dioxa-6,6-dimethyloctane- 4,8-dione by means of NaH in DMF. Oxidation of this product with m-chloroperbenzoic acid in CH2Cl2 affords the sulfone, which is submitted to methanolysis with methanol and HCl giving 1-(3,3-dimethoxycarbonylpropyl)- 2-methanesulfonyl-5-benzoylpyrrole. Cyclization with NaH inDMFyields dimethyl-5-benzoyl- 1,2-dihydro-3H-pyrrolopyrrole-1,1- dicarboxylate, which is finally hydrolyzed and decarboxylated withKOHin refluxing methanol .
Synthesis_74103-06-3

Global( 245)Suppliers
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Shaanxi Haibo Biotechnology Co., Ltd
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View Lastest Price from Ketorolac manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ketorolac pictures 2023-11-08 Ketorolac
74103-06-3
US $0.00 / kg 1kg 99% 2000ton Shaanxi Haibo Biotechnology Co., Ltd
Ketorolac pictures 2022-10-18 Ketorolac
74103-06-3
US $50.00 / kg 1kg 99% 1 Hebei Duling International Trade Co. LTD
Ketorolac pictures 2021-09-29 Ketorolac
74103-06-3
US $0.00-0.00 / Kg/Drum 1KG 98%min 500KGS WUHAN FORTUNA CHEMICAL CO., LTD
  • Ketorolac pictures
  • Ketorolac
    74103-06-3
  • US $0.00 / kg
  • 99%
  • Shaanxi Haibo Biotechnology Co., Ltd
  • Ketorolac pictures
  • Ketorolac
    74103-06-3
  • US $50.00 / kg
  • 99%
  • Hebei Duling International Trade Co. LTD
  • Ketorolac pictures
  • Ketorolac
    74103-06-3
  • US $0.00-0.00 / Kg/Drum
  • 98%min
  • WUHAN FORTUNA CHEMICAL CO., LTD

Ketorolac Spectrum

Ketorolac Solution, 100ppm Ketorolac, >=98% 3-dihydro-5-benzoyl-(+-)-1h-pyrrolizine-1-carboxylicaci rs37619 KETOROLAC KETOROLAC-D5 KETOROLAC TROMETHAMINE, USP STANDARD 5-(phenylcarbonyl)-2,3-dihydro-1H-pyrrolizine-1-ca Ketoralac 3-dihydro-5-benzoyl- (+-)-1h-pyrrolizine-1-carboxylic acid Dolac Lixidol Tm-asyn Toratex (1S)-5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid (1S)-5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1β-carboxylic acid 5-phenylcarbonyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid Ketorolac-13C6 (1RS)-5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid [1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]ammonium 5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylate Ketorolac trometamol for peak identification CRS Ketorolac trometamol CRS 5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic?acid. OR (Ketorolac Base) Ketorolac USP/EP/BP Ketorolac (RS37619) KetorolacQ: What is Ketorolac Q: What is the CAS Number of Ketorolac Q: What is the storage condition of Ketorolac Q: What are the applications of Ketorolac Ketorolac 13C6Q: What is Ketorolac 13C6 Q: What is the CAS Number of Ketorolac 13C6 Q: What is the storage condition of Ketorolac 13C6 Q: What are the applications of Ketorolac 13C6 Fluoxetin Acular (S)-Ketorolac Ketorolac acid 5-benzoyl-2,3-dihydro-1h-pyrrolizine-1-carboxylic acid Ketonic acid Ketorolac Trometamol Monomer KETOROLAC ACID / 5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1- carboxylic acid / KETOROLAC Intermediate Keterolac Tromethamine 74103-06-3 C913C6H13NO3 C15H8NO3D5 Other APIs API's