Synonym
U 93385; U93385; U-93385
IUPAC/Chemical Name
(3aR,9bS)-3-propyl-1,2,3a,4,5,9b-hexahydrobenzo[e]indole-9-carboxamide
InChi Key
JSZBRMZCAIJCKB-TZMCWYRMSA-N
InChi Code
InChI=1S/C16H22N2O/c1-2-9-18-10-8-12-14(18)7-6-11-4-3-5-13(15(11)12)16(17)19/h3-5,12,14H,2,6-10H2,1H3,(H2,17,19)/t12-,14-/m1/s1
SMILES Code
O=C(C1=C2[C@]3([H])CCN(CCC)[C@]3([H])CCC2=CC=C1)N
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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
258.37
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: McCall RB, Escandon NA, Harris LT, Clement ME. Rapid and long duration tolerance to the vagal bradycardic effects of 5-HT1A receptor agonists. Behav Brain Res. 1996;73(1-2):297-300. PubMed PMID: 8788523.
2: Haadsma-Svensson SR, Svensson K, Duncan N, Smith MW, Lin CH. C-9 and N-substituted analogs of cis-(3aR)-(-)-2,3,3a,4,5,9b-hexahydro-3- propyl-1H-benz[e]indole-9-carboxamide: 5-HT1A receptor agonists with various degrees of metabolic stability. J Med Chem. 1995 Feb 17;38(4):725-34. PubMed PMID: 7861420.
3: McCall RB, Escandon NA, Harris LT, Clement ME. Tolerance development to the vagal-mediated bradycardia produced by 5-HT1A receptor agonists. J Pharmacol Exp Ther. 1994 Nov;271(2):776-81. PubMed PMID: 7965796.
4: Lin CH, Haadsma-Svensson SR, Phillips G, McCall RB, Piercey MF, Smith MW, Svensson K, Carlsson A, Chidester CG, Von Voigtlander PF. Synthesis and biological activity of cis-(3aR)-(-)-2,3,3a,4,5,9b-hexahydro- 3-propyl-1H-benz[e]indole-9-carboxamide: a potent and selective 5-HT1A receptor agonist with good oral availability. J Med Chem. 1993 Jul 23;36(15):2208-18. PubMed PMID: 8340922.