Ketorolac

Base Information

• Chemical Name: Ketorolac
• CAS No.: 74103-06-3
• Deprecated CAS: 66635-83-4
• Molecular Formula: C15H13NO3
• Molecular Weight: 255.273
• Hs Code.: 2933998090
• European Community (EC) Number: 616-049-1
• UNII: YZI5105V0L
• DSSTox Substance ID: DTXSID8023189
• Nikkaji Number: J1.487.487I
• Wikipedia: Ketorolac
• Wikidata: Q2014797
• NCI Thesaurus Code: C1219
• RXCUI: 35827
• Pharos Ligand ID: WFQSSV4W94CL
• Metabolomics Workbench ID: 42813
• ChEMBL ID: CHEMBL469
• Mol file: 74103-06-3.mol

Synonyms:Ketorolac

Chemical Property of Ketorolac

Chemical Property:

• Appearance/Colour: white crystalline or white powder
• Vapor Pressure: 1.52E-10mmHg at 25°C
• Melting Point: 160-161 ºC
• Refractive Index: 1.659
• Boiling Point: 223.7 ºC at 760 mmHg
• PKA: 3.49 ±0.02(at 25℃)
• Flash Point: 89.1 ºC
• PSA: 59.30000
• Density: 1.398 g/cm³
• LogP: 2.29100
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 183mg/L(32 oC)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 255.08954328
• Heavy Atom Count: 19
• Complexity: 376

Purity/Quality:

99% ^*data from raw suppliers

racKetorolac ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Nonsteroidal Antiinflammatory Drugs
• Canonical SMILES: C1CN2C(=CC=C2C(=O)C3=CC=CC=C3)C1C(=O)O
• Recent ClinicalTrials: Dosing of Ketorolac Impacts Post-cesarean paiN manaGemenet (KING)
• Recent EU Clinical Trials: Effectiveness of Periocular drug Injection in CATaract surgery
• Recent NIPH Clinical Trials: The usefulness of dual channel elastomeric pump for intravenous patient-controlled analgesia in geriatrics underwent gastrointestinal tumor surgery : a randomized, double-blind, prospective study
• Uses: antiarrhythmic prostaglandin F2a analogue Ketorolac-d5 is a labeled analogue of Ketorolac, a Prostaglandin biosynthesis inhibitor. Analgesic; anti-inflammatory.
• 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.
• 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.

Technology Process of Ketorolac

There total 48 articles about Ketorolac which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

Methyl isopropyl 5-benzoyl-1,2-dihydro-3H-pyrrolo<1,2-a>pyrrole-1,1-dicarboxylate (157071-66-4) → Ketorolac (74103-06-3)

Guidance literature:

With sodium hydroxide; In methanol; Ambient temperature;

DOI:10.1021/jo00097a025

Reference yield: 98.0%

ketorolac tromethamine → Ketorolac (74103-06-3)

Guidance literature:

With hydrogenchloride; In water;

DOI:10.1002/jps.23888

Reference yield: 80.0%

diethyl 5-benzoyl-1,2-dihydro-3H-pyrrolo<1,2-a>pyrrole-1,1-dicarboxylate (140947-23-5) → Ketorolac (74103-06-3)

Guidance literature:

diethyl 5-benzoyl-1,2-dihydro-3H-pyrrolo<1,2-a>pyrrole-1,1-dicarboxylate; With sodium hydroxide; In diethyl ether; water; for 24h; Reflux;

With hydrogenchloride; In ethyl acetate; at 70 ℃; for 4h;

DOI:10.1016/j.tetlet.2010.09.025

upstream raw materials:

5-benzoyl-2,3-dihydro-1H-pyrrolizin-1-carboxylic acid-2-propyl ester

5-benzoyl-7-bromo-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acid

2-[2-(2-Benzoyl-5-methanesulfonyl-pyrrol-1-yl)-ethyl]-malonic acid dimethyl ester

diethyl 5-benzoyl-1,2-dihydro-3H-pyrrolo<1,2-a>pyrrole-1,1-dicarboxylate

Downstream raw materials:

5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carbonyl chloride

C₂₀H₂₂N₂O₄

C₂₀H₂₂N₂O₄

C₂₄H₂₈N₂O₆

Refernces

• 1、 Hernández-Lladó, Pol,Garrec, Kilian,Schmitt, Daniel C.,Burton, Jonathan W.. "Transition Metal-Free, Visible Light-Mediated Radical Cyclisation of Malonyl Radicals onto 5-Ring Heteroaromatics". supporting information. p. 1724 - 1731. Retrieved 2022/04/12.
• 2、 -. "Ketorolac ester derivative intravenous injection lipid emulsion, preparing method and application". Paragraph 0073; 0077-0079. . Retrieved 2019/10/29.