Synonym
Dibozane; McN181; McN 181; McN-181
IUPAC/Chemical Name
Piperazine, 1,4-bis((2,3-dihydro-1,4-benzodioxin-2-yl)methyl)- (9CI)
InChi Key
PDDQPUUOEBGDSN-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H26N2O4/c1-3-7-21-19(5-1)25-15-17(27-21)13-23-9-11-24(12-10-23)14-18-16-26-20-6-2-4-8-22(20)28-18/h1-8,17-18H,9-16H2
SMILES Code
N1(CC2OC3=CC=CC=C3OC2)CCN(CC4OC5=CC=CC=C5OC4)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
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
382.46
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: Powell JR, Shamel LB. Interaction of imidazoline alpha-adrenergic receptor antagonists with histamine receptors. J Cardiovasc Pharmacol. 1979 Nov- Dec;1(6):633-40. doi: 10.1097/00005344-197911000-00004. PMID: 94629.
2: KRAMER LB, VAN HORNE R, BELLET S, KOELLE GB. The effects of intravenous infusions of the optical isomers of dibozane (McN-181;1,4-bis[1,4-benzodioxan-2-ylmethyl] piperazine), an adrenergic blocking agent, upon hypertensive subjects. Am J Med Sci. 1954 Dec;228(6):614-21. doi: 10.1097/00000441-195412000-00002. PMID: 13207122.
3: Feigl EO. Reflex parasympathetic coronary vasodilation elicited from cardiac receptors in the dog. Circ Res. 1975 Aug;37(2):175-82. doi: 10.1161/01.res.37.2.175. PMID: 1149191.
4: Tsoucaris-Kupfer D, Bogaievsky D, Schmitt H. Furter investigations on the interaction between alpha-adrenoceptor antagonists and the central hypotensive effect of clonidine in rats, rabbits and dogs. Clin Exp Pharmacol Physiol. 1980 Jul;7(4):355-66. doi: 10.1111/j.1440-1681.1980.tb00083.x. PMID: 6106536.
5: Hamilton FN, Feigl EO. Coronary vascular sympathetic beta-receptor innervation. Am J Physiol. 1976 Jun;230(6):1569-76. doi: 10.1152/ajplegacy.1976.230.6.1569. PMID: 7141.
6: Powell JR. Increased total and regional vascular resistance produced by propranolol. J Pharmacol Exp Ther. 1980 Apr;213(1):64-9. PMID: 7188965.
7: Feigl EO. Control of myocardial oxygen tension by sympathetic coronary vasoconstriction in the dog. Circ Res. 1975 Jul;37(1):88-95. doi: 10.1161/01.res.37.1.88. PMID: 238753.
8: Powell JR, Feigl EO. Carotid sinus reflex coronary vasoconstriction during controlled myocardial oxygen metabolism in the dog. Circ Res. 1979 Jan;44(1):44-51. doi: 10.1161/01.res.44.1.44. PMID: 214255.
9: McMillen BA, Shore PA. Comparative effects of clozapine and alpha- adrenoceptor blocking drugs on regional noradrenaline metabolism in rat brain. Eur J Pharmacol. 1978 Nov 15;52(2):225-30. doi: 10.1016/0014-2999(78)90210-8. PMID: 32048.
10: Nelson WL, Wennerstrom JE, Dyer DC, Engel JE. Absolute configuration of glycerol derivatives. 4. Synthesis and pharmacological activity of chiral 2-alkylaminomethylbenzodioxans, competitive alpha-adrenergic antagonists. J Med Chem. 1977 Jul;20(7):880-5. doi: 10.1021/jm00217a002. PMID: 17749.