Fomocaine | CAS#56583-43-8 | anaesthetic agent

MedKoo Cat#: 562863 | Name: Fomocaine HCl

Description:

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

Fomocaine is an anaesthetic agent. It acts by blocking voltage-gated Na(+) currents in neurons.

Chemical Structure

Fomocaine HCl

CAS#56583-43-8 (HCl)

Theoretical Analysis

MedKoo Cat#: 562863

Name: Fomocaine HCl

CAS#: 56583-43-8 (HCl)

Chemical Formula: C20H26ClNO2

Exact Mass:

Molecular Weight: 347.88

Elemental Analysis: C, 69.05; H, 7.53; Cl, 10.19; N, 4.03; O, 9.20

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.

Bulk Inquiry

Related CAS #

17692-39-6 (free base) 56583-43-8 (HCl)

Synonym

Fomocaine; P-652 hydrochloride; P 652 hydrochloride; P652 hydrochloride; P-652 HCl; Panacaine hydrochloride; Panacaine HCl;

IUPAC/Chemical Name

4-[3-[4-(Phenoxymethyl)phenyl]propyl]morpholine hydrochloride

InChi Key

HWDXMCUKRADNLV-UHFFFAOYSA-N

InChi Code

InChI=1S/C20H25NO2.ClH/c1-2-6-20(7-3-1)23-17-19-10-8-18(9-11-19)5-4-12-21-13-15-22-16-14-21;/h1-3,6-11H,4-5,12-17H2;1H

SMILES Code

[H]Cl.N1(CCCC2=CC=C(COC3=CC=CC=C3)C=C2)CCOCC1

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

>2 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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 347.88 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.

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: Schoenberger M, Damijonaitis A, Zhang Z, Nagel D, Trauner D. Development of a new photochromic ion channel blocker via azologization of fomocaine. ACS Chem Neurosci. 2014 Jul 16;5(7):514-8. doi: 10.1021/cn500070w. Epub 2014 Jun 5. PubMed PMID: 24856540; PubMed Central PMCID: PMC4102962. 2: Baumgart M, Feller C, Natura G, Dahse T, Schaible HG, Dahse I. Blockade of TTX-resistant and TTX-sensitive Na+ currents in cultured dorsal root ganglion neurons by fomocaine and the fomocaine derivative Oe 9000. Brain Res. 2010 Oct 28;1358:54-63. doi: 10.1016/j.brainres.2010.08.033. Epub 2010 Aug 19. PubMed PMID: 20727863. 3: Lupp A, Karge E, Dahse T, Glassl P, Jung B, Listing M, Seeling A, Wange J, Wennek-Klose J, Oelschläger H, Fleck C. A synopsis on different homologous series of fomocaine derivatives. In vitro interactions with the cytochrome P450 system, toxicity, and local anaesthetic effects in rats--Part III. Arzneimittelforschung. 2007;57(11):685-8. doi: 10.1055/s-0031-1296668. Review. PubMed PMID: 18193689. 4: Lupp A, Karge E, Dahse T, Glassl P, Jung B, Listing M, Seeling A, Wange J, Wennek-Klose J, Oelschläger H, Fleck C. A synopsis on different homologous series of fomocaine derivatives. In vitro interactions with the cytochrome P450 system, toxicity, and local anaesthetic effects in rats--part II. Arzneimittelforschung. 2007;57(10):633-40. PubMed PMID: 18074756. 5: Lupp A, Karge E, Dahse T, Glassl P, Jung B, Listing M, Seeling A, Wange J, Wennek-Klose J, Oelschläger H, Fleck C. A synopsis on different homologous series of fomocaine derivatives. In vitro interactions with the cytochrome P450 system, toxicity, and local anaesthetic effects in rats--Part 1. Arzneimittelforschung. 2007;57(9):562-7. PubMed PMID: 17966754. 6: Dahse T, Wennek-Klose J, Listing M, Fleck C, Oelschläger H. [In vitro investigations of phase I metabolism of the fomocaine derivative Oe 9000 with pig liver homogenates]. Pharmazie. 2006 Nov;61(11):943-51. German. PubMed PMID: 17152988. 7: Lupp A, Wange J, Oelschläger H, Fleck C. Pharmacological and toxicological testing of the enantiomers of two chiral fomocaine alkylmorpholine derivatives in comparison to their in vitro interactions on drug metabolism in rats. Arzneimittelforschung. 2006;56(6):369-76. PubMed PMID: 16889117. 8: Lupp A, Karge E, Wange J, Eisentraut C, Zwenizner T, Oelschläger H, Fleck C. In vitro interactions with the Cytochrome P450 system, toxicity, and local anaesthetic effects of Fomocaine Alkylmorpholine derivatives in rats. Arzneimittelforschung. 2006;56(1):1-11. PubMed PMID: 16477999. 9: Fleck C, Wennek-Klose J, Wange J, Oelschläger H. Effects and toxicity of new fomocaine derivatives and of 2-hydroxypropyl-beta-cyclodextrin inclusion compounds in rats. Arzneimittelforschung. 2004;54(5):265-74. PubMed PMID: 15212188. 10: Fleck C, Karge E, Loy S, Wennek-Klose J, Listing M, Oelschläger H. Local anaesthetic effects and toxicity of seven new diethanolamine and morpholine derivatives of fomocaine. Testing in rats compared with procaine and tetracaine. Arzneimittelforschung. 2003;53(3):221-8. PubMed PMID: 12705179. 11: Oelschläger H, Glassl P, Seeling A, Wange J, Listing M, Jung B. [Synthesis and pharmacologic action of chiral fomocaine ((4-[2-methyl-3-(morpholin-4-yl)propyl)benzyl)-phenyl-ether and (4-(1-methyl-3-(morpholin-4-yl)propyl]benzyl)-phenyl-ether). 13. Synthesis of new compounds with local anesthetic action]. Pharmazie. 2001 Aug;56(8):620-5. German. PubMed PMID: 11534337. 12: Fleck C, Kämena M, Tschritter L, Kersten L, Seeling A, Glassl P, Oelschläger H. Local anaesthetic effectivity and toxicity of fomocaine, five N-free fomocaine metabolites and two chiralic fomocaine derivatives in rats compared with procaine. Arzneimittelforschung. 2001;51(6):451-8. PubMed PMID: 11455675. 13: Seeling A, Leuschner F, Oelschläger H. [Physical chemical, pharmacological and toxicologic properties of fomocaine metabolites] . Arzneimittelforschung. 2001 Jan;51(1):7-17. German. PubMed PMID: 11215329. 14: Oelschläger H. [Fomocaine from the chemical, pharmacokinetic and pharmacologic viewpoint: current status and overview]. Pharm Unserer Zeit. 2000 Nov;29(6):358-64. Review. German. PubMed PMID: 11199912. 15: Zamponi GW, Soong TW, Bourinet E, Snutch TP. Beta subunit coexpression and the alpha1 subunit domain I-II linker affect piperidine block of neuronal calcium channels. J Neurosci. 1996 Apr 15;16(8):2430-43. PubMed PMID: 8786420. 16: Takács-Novák K, Oelschläger H, Budvári-Bárány Z, Szász G. Partitioning behaviour of local anesthetic fomocaine derivatives. Pharmazie. 1992 Aug;47(8):587-92. PubMed PMID: 1438511. 17: Bräunig B, Busch AE, Mutschler E, Wess J, Oelschläger H. Antiarrhythmic activity of the local anaesthetic fomocaine and some of its analogues. Arzneimittelforschung. 1989 Nov;39(11):1436-9. PubMed PMID: 2619777. 18: Oelschläger H, Ueberall S, Paradeiser B, Kummer M. [Synthesis of new compounds with local anesthetic activity. 11. Synthesis and action of 4-(3-bibenzyl-4-yl-propyl)-morpholine, a bioisosteric fomocaine]. Arch Pharm (Weinheim). 1988 Feb;321(2):115-8. German. PubMed PMID: 3369925. 19: Oelschläger H, Ewald HW. [Synthesis of recent compounds with local anesthetic action. 10. Synthesis of fomocaine]. Arch Pharm (Weinheim). 1986 Feb;319(2):113-9. German. PubMed PMID: 3754732. 20: Harrison RF. Dysmenorrhoea and premenstrual tension: gynaecological aspects. Ir J Med Sci. 1983 Jun;152 Suppl 2:44-9. PubMed PMID: 6688408.