Synonym
Dihydrexidine HCl
IUPAC/Chemical Name
(6aR,12bS)-5,6,6a,7,8,12b-Hexahydrobenzo[a]phenanthridine-10,11-diol hydrochloride
InChi Key
IJYUPBNUPIRQEP-SATBOSKTSA-N
InChi Code
InChI=1S/C17H17NO2.ClH/c19-15-7-10-5-6-14-17(13(10)8-16(15)20)12-4-2-1-3-11(12)9-18-14;/h1-4,7-8,14,17-20H,5-6,9H2;1H/t14-,17-;/m1./s1
SMILES Code
OC1=C(O)C=C2C(CC[C@@]3([H])NCC4=C([C@@]32[H])C=CC=C4)=C1.[H]Cl
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
303.79
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: Gleason SD, Yin T, Little SP, Delapp N, Witkin JM. Multiple dopamine receptors mediate the discriminative stimulus effects of dihydrexidine in rats. Behav Pharmacol. 2011 Sep;22(5-6):531-9. doi: 10.1097/FBP.0b013e328349aace. PubMed PMID: 21836463.
2: Charbit AR, Akerman S, Goadsby PJ. Comparison of the effects of central and peripheral dopamine receptor activation on evoked firing in the trigeminocervical complex. J Pharmacol Exp Ther. 2009 Nov;331(2):752-63. doi: 10.1124/jpet.109.151951. Epub 2009 Aug 5. PubMed PMID: 19657051.
3: Bayés M, Rabasseda X, Prous JR. Gateways to clinical trials. Methods Find Exp Clin Pharmacol. 2007 Dec;29(10):697-735. PubMed PMID: 18200333.
4: Cueva JP, Giorgioni G, Grubbs RA, Chemel BR, Watts VJ, Nichols DE. trans-2,3-dihydroxy-6a,7,8,12b-tetrahydro-6H-chromeno[3,4-c]isoquinoline: synthesis, resolution, and preliminary pharmacological characterization of a new dopamine D1 receptor full agonist. J Med Chem. 2006 Nov 16;49(23):6848-57. PubMed PMID: 17154515.
5: Bayes M, Rabasseda X, Prous JR. Gateways to clinical trials. Methods Find Exp Clin Pharmacol. 2006 Jul-Aug;28(6):379-412. PubMed PMID: 16894408.
6: Gleason SD, Witkin JM. Effects of dopamine D1 receptor agonists in rats trained to discriminate dihydrexidine. Psychopharmacology (Berl). 2006 May;186(1):25-31. Epub 2006 Mar 31. PubMed PMID: 16575553.
7: Gleason SD, Witkin JM. Effects of dopamine D1 receptor full agonists in rats trained to discriminate SKF 38393. Behav Pharmacol. 2004 Feb;15(1):85-9. PubMed PMID: 15075630.
8: Blanchet PJ, Fang J, Gillespie M, Sabounjian L, Locke KW, Gammans R, Mouradian MM, Chase TN. Effects of the full dopamine D1 receptor agonist dihydrexidine in Parkinson's disease. Clin Neuropharmacol. 1998 Nov-Dec;21(6):339-43. PubMed PMID: 9844789.