Synonym
Sameridine; NIH 10908; NIH 10908; NIH 10908;
IUPAC/Chemical Name
N-ethyl-1-hexyl-1-methyl-4-phenyl-1l4-piperidine-4-carboxamide
InChi Key
RDNUKICZCGEFHB-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H35N2O/c1-4-6-7-11-16-23(3)17-14-21(15-18-23,20(24)22-5-2)19-12-9-8-10-13-19/h8-10,12-13H,4-7,11,14-18H2,1-3H3,(H,22,24)
SMILES Code
O=C(NCC)C1(C2=CC=CC=C2)CC[N](C)(CCCCCC)CC1
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
331.52
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: Sohlenius-Sternbeck AK, Chelpin HV, Orzechowski A, Halldin MM. Metabolism of sameridine to monocarboxylated products by hepatocytes isolated from the male rat. Drug Metab Dispos. 2000 Jun;28(6):695-700. PubMed PMID: 10820143.
2: Osterlund A, Arlander E, Eriksson LI, Lindahl SG. The effects on resting ventilation of intravenous infusions of morphine or sameridine, a novel molecule with both local anesthetic and opioid properties. Anesth Analg. 1999 Jan;88(1):160-5. PubMed PMID: 9895085.
3: Osterlund Modalen A, Arlander E, Eriksson LI, Lindahl SG. The effects on hypercarbic ventilatory response of sameridine compared to morphine and placebo. Anesth Analg. 2001 Feb;92(2):529-34. PubMed PMID: 11159263.
4: Westman L, Valentin A, Eriksson E, Ekblom A. Intrathecal administration of sameridine to patients subjected to arthroscopic knee joint surgery. Acta Anaesthesiol Scand. 1998 Jul;42(6):691-7. PubMed PMID: 9689276.
5: Norsten-Höög C, Neidenström P, Arvidsson T. Determination of sameridine in blood plasma by nitrogen-selective gas chromatography. J Chromatogr B Biomed Sci Appl. 2001 Aug 25;760(1):123-7. PubMed PMID: 11522054.
6: Mulroy MF, Greengrass R, Ganapathy S, Chan V, Heierson A. Sameridine is safe and effective for spinal anesthesia: a comparative dose-ranging study with lidocaine for inguinal hernia repair. Anesth Analg. 1999 Apr;88(4):815-21. PubMed PMID: 10195530.
7: Modalen AO, Westman L, Arlander E, Eriksson LI, Lindahl SG. Hypercarbic and hypoxic ventilatory responses after intrathecal administration of bupivacaine and sameridine. Anesth Analg. 2003 Feb;96(2):570-5, table of contents. PubMed PMID: 12538214.
8: Karlsten R, Gordh T, Kristensen JD, Ask AL, Svensson BA. Sameridine--intrathecal injection in the rat. Morphometric and morphologic analysis after chronic administration and effects on spinal cord blood flow. Acta Anaesthesiol Scand. 1999 May;43(5):573-9. PubMed PMID: 10342008.
9: Eklund E, Norsten-Höög C, Arvidsson T. Determination of free concentration of sameridine in blood plasma by ultrafiltration and coupled-column liquid chromatography. J Chromatogr B Biomed Sci Appl. 1998 Apr 24;708(1-2):195-200. PubMed PMID: 9653962.
10: Hollmann MW, Durieux ME, Graf BM. Novel local anaesthetics and novel indications for local anaesthetics. Curr Opin Anaesthesiol. 2001 Dec;14(6):741-9. PubMed PMID: 17019174.
11: Welin-Berger K, Neelissen JA, Engblom J. Physicochemical interaction of local anesthetics with lipid model systems--correlation with in vitro permeation and in vivo efficacy. J Control Release. 2002 May 17;81(1-2):33-43. PubMed PMID: 11992676.