MedKoo Cat#: 558359 | Name: Ketocaine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ketocaine is a local anesthetic used topically for pain relief.

Chemical Structure

Ketocaine
Ketocaine
CAS#1092-46-2 (free base)

Theoretical Analysis

MedKoo Cat#: 558359

Name: Ketocaine

CAS#: 1092-46-2 (free base)

Chemical Formula: C18H29NO2

Exact Mass: 291.2200

Molecular Weight: 291.43

Elemental Analysis: C, 74.18; H, 10.03; N, 4.81; O, 10.98

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Ketocaine; Chetocaina; Ketocainum; Cetocaina;
IUPAC/Chemical Name
2'-(2-(Diisopropylamino)ethoxy)butyrophenone
InChi Key
UXAWFWFJXIANHZ-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H29NO2/c1-6-9-17(20)16-10-7-8-11-18(16)21-13-12-19(14(2)3)15(4)5/h7-8,10-11,14-15H,6,9,12-13H2,1-5H3
SMILES Code
CCCC(C1=CC=CC=C1OCCN(C(C)C)C(C)C)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 291.43 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Sandahl B, Ulmsten U, Andersson KE. Local application of ketocaine for treatment of referred pain in primary dysmenorrhea. Acta Obstet Gynecol Scand. 1980;59(3):259-60. PubMed PMID: 6999828. 2: Permin M, Ipsen L, Hansen MK, Andersen L, Petersen E, Rosengreen L, Søfensen MS, Bank D, Steffensen B, Gustafsson B. Relief from pain localized to the lower back in early labour. A double blind trial of ketocaine, a new, highly effective, local, cutaneous analgesic (A 2358, Ane-Pad), and placebo. Z Geburtshilfe Perinatol. 1981 Dec;185(6):360-3. PubMed PMID: 6461973. 3: Berlin-Wahlén A, Evers H, Haegerstam G, Vinnars E. Systemic absorption of ketocaine following epicutaneous administration. Acta Pharm Suec. 1981;18(3):113-8. PubMed PMID: 7324977. 4: Ulmsten U, Sandahl B, Lundén C, Andersson KE. Treatment of labor pain with locally applied ketocaine. Acta Obstet Gynecol Scand. 1980;59(3):209-12. PubMed PMID: 6999827. 5: Jouppila R, Nuoranne E, Tervilä L, Gustafsson B. Epicutaneous application of A2358 compresses containing ketocaine for pain relief in labor. A multicenter double-blind trial. Acta Obstet Gynecol Scand. 1983;62(4):321-4. PubMed PMID: 6227198. 6: Haegerstam G, Evers H, Juhlin L. Hyperaemia induced by topical application of anaesthetic formulations containing ketocaine. Scand J Plast Reconstr Surg. 1979;13(3):469-71. PubMed PMID: 542818. 7: Smythe GE. Skin penetration of ketocaine. Br J Anaesth. 1979 Dec;51(12):1189-90. PubMed PMID: 526389. 8: Berlin-Wahlén A, Sandberg R. Biotransformation and elimination of ketocaine in rats. Acta Pharm Suec. 1977;14(4):321-34. PubMed PMID: 930592. 9: Jouppila R, Teramo K, Ulmsten U, Purhonen M, Hollmén A, Berlin-Wahlén A, Gustafsson B. Maternal and foetal drug levels after epicutaneous application of a local anaesthetic formulation containing ketocaine for possible use as pain relief in labour. Acta Anaesthesiol Scand. 1981 Feb;25(1):73-5. PubMed PMID: 7293707. 10: Ardizzone F, Ariano M, Galatulas I. [Ketocaine as an activator of oxygen consumption by cerebral tissue]. Boll Soc Ital Biol Sper. 1968 Jan 15;44(1):60-4. Italian. PubMed PMID: 5664660. 11: Pontén B, Ohlsén L. Skin surface application of ketocaine to provide local anaesthesia for cutting split skin grafts. Br J Plast Surg. 1977 Oct;30(4):251-4. PubMed PMID: 338067. 12: Berlin-Wahlén A, Högberg K, Lindgren JE, Vecchietti M. Determination of ketocaine blood concentrations following brachial plexus block and epicutaneous administration. Acta Pharm Suec. 1977;14(5-6):425-34. PubMed PMID: 596161. 13: Bongrani S, Colla B, Ferrari O. Inotropic effects on the isolated heart of the guinea pig of an antiarrhythmic drug derived from ketocaine. Farmaco Prat. 1975 Jul;30(7):347-55. PubMed PMID: 1157915. 14: Hallin RG. Blocking effects of a topical anesthetic composition containing Ketocaine on cutaneous C receptor responses in alert man. Acta Anaesthesiol Scand. 1974;18(4):306-17. PubMed PMID: 4375396. 15: Carruba M, Galatulas I, Pomarelli P. [Effects of a series of ketocaine homologues on neuromuscular transmission]. Atti Accad Med Lomb. 1970;25(2-3):162-8. Italian. PubMed PMID: 4377222. 16: Bossa R, Dubini F, Galatulas I, Taniguchi M. [Antimitotic activity of formicin, ketocaine and chloroimipramine on human leukocytes in culture stimulated with phytohemagglutinin]. Arch Ital Patol Clin Tumori. 1970 Jul-Dec;13(3):135-40. Italian. PubMed PMID: 5521382. 17: Pollazzon G, Papi B. [Comparative evaluation of a new local anesthetic (Rec. 7-0518 or ketocaine) in continuous peridural anesthesia]. Acta Anaesthesiol. 1968;19:Suppl 9:187+. Italian. PubMed PMID: 5757611. 18: Pettersson LO, Strömbeck JO. Percutaneous anaesthesia for dermabrasion. Scand J Plast Reconstr Surg. 1978;12(3):287-90. PubMed PMID: 741219. 19: Andreani A, Bonazzi D, Rambaldi M, Galatulas I, Bossa R. Potential antitumor agents X: Synthesis and antitumor activity of two nitrogen mustard derivatives related to ketocaine. J Pharm Sci. 1984 Aug;73(8):1175-7. PubMed PMID: 6548522. 20: Andreani A, Scapini G, Galatulas I, Bossa R. Potential antitumor agents IX: synthesis and antitumor activity of two analogues of ketocaine. J Pharm Sci. 1983 Jul;72(7):814-5. PubMed PMID: 6886989.