Dextrorphan HCl | CAS# 69376-27-8 (HCl) | NMDA receptor antagonist

MedKoo Cat#: 413637 | Name: Dextrorphan HCl

Description:

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

Dextrorphan HCl is the dextro form of levorphanol. It acts as a noncompetitive NMDA receptor antagonist, among other effects, and has been proposed as a neuroprotective agent. It is also a metabolite of DEXTROMETHORPHAN.

Chemical Structure

Dextrorphan HCl

CAS#69376-27-8 (HCl)

Theoretical Analysis

MedKoo Cat#: 413637

Name: Dextrorphan HCl

CAS#: 69376-27-8 (HCl)

Chemical Formula: C17H24ClNO

Exact Mass: 0.0000

Molecular Weight: 293.84

Elemental Analysis: C, 69.49; H, 8.23; Cl, 12.06; N, 4.77; O, 5.44

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 #

69376-27-8 (HCl) 125-73-5 (free base) 143-98-6 (tartrate)

Synonym

Dextrorphan HCl; Ro1-6794; Ro-1-6794; Ro 1-6794; Dextrorphan hydrochloride

IUPAC/Chemical Name

(4bS,8aS,9S)-11-methyl-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthren-3-ol hydrochloride

InChi Key

MKMAMQPDRUXVSS-YPYJQMNVSA-N

InChi Code

InChI=1S/C17H23NO.ClH/c1-18-9-8-17-7-3-2-4-14(17)16(18)10-12-5-6-13(19)11-15(12)17;/h5-6,11,14,16,19H,2-4,7-10H2,1H3;1H/t14-,16+,17+;/m1./s1

SMILES Code

CN1CC[C@@]23CCCC[C@@H]2[C@@H]1CC4=C3C=C(C=C4)O.Cl

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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 293.84 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: Albers GW, Atkinson RP, Kelley RE, Rosenbaum DM. Safety, tolerability, and pharmacokinetics of the N-methyl-D-aspartate antagonist dextrorphan in patients with acute stroke. Dextrorphan Study Group. Stroke. 1995 Feb;26(2):254-8. doi: 10.1161/01.str.26.2.254. PMID: 7831698. 2: Cleveland PA, Teller S, Kachevsky V, Pinili E, Evans R, Modi MW. Dose- dependent and time-dependent pharmacokinetics in the dog after intravenous administration of dextrorphan. Drug Metab Dispos. 1991 Jan-Feb;19(1):245-50. PMID: 1673409. 3: Muir KW, Lees KR. Clinical experience with excitatory amino acid antagonist drugs. Stroke. 1995 Mar;26(3):503-13. doi: 10.1161/01.str.26.3.503. PMID: 7886734. 4: Nakashima D, Takama H, Ogasawara Y, Kawakami T, Nishitoba T, Hoshi S, Uchida E, Tanaka H. Effect of cinacalcet hydrochloride, a new calcimimetic agent, on the pharmacokinetics of dextromethorphan: in vitro and clinical studies. J Clin Pharmacol. 2007 Oct;47(10):1311-9. doi: 10.1177/0091270007304103. Epub 2007 Jul 24. PMID: 17652181. 5: Ciccone PE, Ramabadran K, Jessen LM. Potential interactions of methylphenidate and atomoxetine with dextromethorphan. J Am Pharm Assoc (2003). 2006 Jul-Aug;46(4):472-8. doi: 10.1331/154434506778073600. PMID: 16913391. 6: Tortella FC, Robles L, Witkin JM, Newman AH. Novel anticonvulsant analogs of dextromethorphan: improved efficacy, potency, duration and side-effect profile. J Pharmacol Exp Ther. 1994 Feb;268(2):727-33. PMID: 8113984. 7: Rockhold RW, Byrne M, Sprabery S, Bennett JG. Urethane anesthesia reverses the protective effect of noncompetitive NMDA receptor antagonists against cocaine intoxication. Life Sci. 1994;54(5):321-30. doi: 10.1016/0024-3205(94)00788-8. PMID: 8289593. 8: Lou HG, Yuan H, Ruan ZR, Jiang B. Simultaneous determination of paracetamol, pseudoephedrine, dextrophan and chlorpheniramine in human plasma by liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2010 Mar 1;878(7-8):682-8. doi: 10.1016/j.jchromb.2010.01.005. Epub 2010 Jan 18. PMID: 20133213. 9: Grözinger M, Dragicevic A, Hiemke C, Shams M, Müller MJ, Härtter S. Melperone is an inhibitor of the CYP2D6 catalyzed O-demethylation of venlafaxine. Pharmacopsychiatry. 2003 Jan;36(1):3-6. doi: 10.1055/s-2003-38084. PMID: 12649767. 10: Amchin J, Ereshefsky L, Zarycranski W, Taylor K, Albano D, Klockowski PM. Effect of venlafaxine versus fluoxetine on metabolism of dextromethorphan, a CYP2D6 probe. J Clin Pharmacol. 2001 Apr;41(4):443-51. doi: 10.1177/00912700122010159. PMID: 11304901.