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MedKoo Cat#: 593004 | Name: Dimemorfan

Description:

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

Dimemorfan is an Antitussive Agent.

Chemical Structure

Dimemorfan
CAS#36304-82-2 (free base)

Theoretical Analysis

MedKoo Cat#: 593004

Name: Dimemorfan

CAS#: 36304-82-2 (free base)

Chemical Formula: C18H25N

Exact Mass: 255.1987

Molecular Weight: 255.41

Elemental Analysis: C, 84.65; H, 9.87; N, 5.48

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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Related CAS #
36304-84-4 (phosphate) 36304-82-2 (free base)
Synonym
Dimemorfan; Dimemorfane; 3,17-Dimethylmorphinan; Dimemorfano; Dimemorphan; Dimemorfanum
IUPAC/Chemical Name
(4bS,8aS,9S)-3,11-dimethyl-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene
InChi Key
KBEZZLAAKIIPFK-NJAFHUGGSA-N
InChi Code
InChI=1S/C18H25N/c1-13-6-7-14-12-17-15-5-3-4-8-18(15,16(14)11-13)9-10-19(17)2/h6-7,11,15,17H,3-5,8-10,12H2,1-2H3/t15-,17+,18+/m1/s1
SMILES Code
CC1=CC2=C(C[C@H]3[C@@H]4[C@]2(CCCC4)CCN3C)C=C1
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 255.41 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: Shen Y, Luo Z, Yu Q, Wang Y, Xiang J, Miao J. Pharmacokinetics of dimemorfan phosphate tablets in healthy Chinese volunteers. Eur J Clin Pharmacol. 2017 Jun;73(6):709-715. doi: 10.1007/s00228-017-2211-9. Epub 2017 Feb 28. PubMed PMID: 28243685. 2: Tan H, Peng J, Pei Q, Yang L, Chen J, Guo C, Hua Y, Yuan H, Yang G. Simple and sensitive LC-MS/MS-based assay for the quantification of dimemorfan in human plasma for use in a pharmacokinetic study. Biomed Chromatogr. 2015 May;29(5):647-53. doi: 10.1002/bmc.3325. Epub 2014 Sep 29. PubMed PMID: 25262813. 3: Pei Q, Peng J, Tan H, Yang L, Yang X, Liu L, Liu S, Yuan H, Yang G. Cytochrome P450 2D6*10 genotype affects the pharmacokinetics of dimemorfan in healthy Chinese subjects. Eur J Drug Metab Pharmacokinet. 2015 Dec;40(4):427-33. doi: 10.1007/s13318-014-0221-x. Epub 2014 Aug 27. PubMed PMID: 25159483. 4: Wang SJ, Xiang J, Yu Q, Liang MZ, Nan F, Qin YP. [Determination of dimemorfan in human plasma and urine with HPLC-MS/MS]. Sichuan Da Xue Xue Bao Yi Xue Ban. 2014 May;45(3):497-501. Chinese. PubMed PMID: 24941827. 5: Hasegawa C, Kumazawa T, Terada M, Lee XP, Sato K, Uchigasaki S, Kurosaki K. A new method for quantitative determination of dimemorfan in human plasma using monolithic silica solid-phase extraction tips. Leg Med (Tokyo). 2012 Sep;14(5):267-71. doi: 10.1016/j.legalmed.2012.03.004. Epub 2012 Apr 28. PubMed PMID: 22546247. 6: Shin EJ, Bach JH, Lee SY, Kim JM, Lee J, Hong JS, Nabeshima T, Kim HC. Neuropsychotoxic and neuroprotective potentials of dextromethorphan and its analogs. J Pharmacol Sci. 2011;116(2):137-48. Epub 2011 May 21. Review. PubMed PMID: 21606622. 7: Chou YC, Chung YT, Liu TY, Wang SY, Chau GY, Chi CW, Soucek P, Krausz KW, Gelboin HV, Lee CH, Ueng YF. The oxidative metabolism of dimemorfan by human cytochrome P450 enzymes. J Pharm Sci. 2010 Feb;99(2):1063-77. doi: 10.1002/jps.21866. PubMed PMID: 19593786. 8: Kim JY, Kim HC, Kim J, Lee J. Concise synthesis of dimemorfan (DF) starting from 3-hydroxymorphinan (3-HM). Chem Pharm Bull (Tokyo). 2008 Jul;56(7):985-7. PubMed PMID: 18591815. 9: Wang YH, Shen YC, Liao JF, Lee CH, Chou CY, Liou KT, Chou YC. Anti-inflammatory effects of dimemorfan on inflammatory cells and LPS-induced endotoxin shock in mice. Br J Pharmacol. 2008 Jul;154(6):1327-38. doi: 10.1038/bjp.2008.202. Epub 2008 May 26. Erratum in: Br J Pharmacol. 2008 Aug;154(8):1702. Li, C-H [corrected to Lee, C-H]. PubMed PMID: 18500357; PubMed Central PMCID: PMC2483385. 10: Shen YC, Wang YH, Chou YC, Liou KT, Yen JC, Wang WY, Liao JF. Dimemorfan protects rats against ischemic stroke through activation of sigma-1 receptor-mediated mechanisms by decreasing glutamate accumulation. J Neurochem. 2008 Jan;104(2):558-72. doi: 10.1111/j.1471-4159.2007.05058.x. PubMed PMID: 18173806. 11: García de Hombre AM. [Otorhinolaringologyc approach of the chronic cough. Clinical case]. An Otorrinolaringol Ibero Am. 2007;34(1):75-80. Spanish. PubMed PMID: 17405461. 12: Chou YC, Ueng YF, Chou CY, Tien JH. Dimemorfan N-demethylation by mouse liver microsomal cytochrome P450 enzymes. Life Sci. 2005 Jul 1;77(7):735-45. PubMed PMID: 15936348. 13: Shin EJ, Nah SY, Kim WK, Ko KH, Jhoo WK, Lim YK, Cha JY, Chen CF, Kim HC. The dextromethorphan analog dimemorfan attenuates kainate-induced seizures via sigma1 receptor activation: comparison with the effects of dextromethorphan. Br J Pharmacol. 2005 Apr;144(7):908-18. PubMed PMID: 15723099; PubMed Central PMCID: PMC1576070. 14: Shin EJ, Nabeshima T, Lee PH, Kim WK, Ko KH, Jhoo JH, Jhoo WK, Cha JY, Kim HC. Dimemorfan prevents seizures induced by the L-type calcium channel activator BAY k-8644 in mice. Behav Brain Res. 2004 May 5;151(1-2):267-76. PubMed PMID: 15084442. 15: Wang HH, Chou YC, Liao JF, Chen CF. Dimemorfan enhances acetylcholine release from rat hippocampal slices. Brain Res. 2004 May 15;1008(1):113-5. PubMed PMID: 15081388. 16: Wang HH, Chien JW, Chou YC, Liao JF, Chen CF. Anti-amnesic effect of dimemorfan in mice. Br J Pharmacol. 2003 Mar;138(5):941-9. PubMed PMID: 12642396; PubMed Central PMCID: PMC1573728. 17: Chou YC, Liao JF, Chang WY, Lin MF, Chen CF. Binding of dimemorfan to sigma-1 receptor and its anticonvulsant and locomotor effects in mice, compared with dextromethorphan and dextrorphan. Brain Res. 1999 Mar 13;821(2):516-9. PubMed PMID: 10064839. 18: Ida H. The nonnarcotic antitussive drug dimemorfan: a review. Clin Ther. 1997 Mar-Apr;19(2):215-31. Review. PubMed PMID: 9152562. 19: Seno H, Hattori H, Kurono S, Yamada T, Kumazawa T, Ishii A, Suzuki O. Gas chromatography with surface ionization detection: a highly sensitive method for determining underivatized codeine and dihydrocodeine in body fluids. J Chromatogr B Biomed Appl. 1995 Nov 17;673(2):189-95. PubMed PMID: 8611952. 20: Hazemoto N, Ishizaka S, Haga M, Kato Y, Kurosawa S, Kamo N, Kobatake Y. Plasma-polymerized membrane electrode for the determination of dextromethorphan and dimemorfan. Chem Pharm Bull (Tokyo). 1989 Aug;37(8):2153-4. PubMed PMID: 2598314.