Synonym
CGP 12177 (free base); Cgp12177; Cgp12177; Cgp 12177A
IUPAC/Chemical Name
2H-Benzimidazol-2-one, 4-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)-1,3-dihydro-
InChi Key
UMQUQWCJKFOUGV-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H21N3O3/c1-14(2,3)15-7-9(18)8-20-11-6-4-5-10-12(11)17-13(19)16-10/h4-6,9,15,18H,7-8H2,1-3H3,(H2,16,17,19)
SMILES Code
O=C1NC2=C(OCC(O)CNC(C)(C)C)C=CC=C2N1
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
279.34
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: Gherbi K, Briddon SJ, Hill SJ. Detection of the secondary, low-affinity β1 -adrenoceptor site in living cells using the fluorescent CGP 12177 derivative BODIPY-TMR-CGP. Br J Pharmacol. 2014 Dec;171(23):5431-45. doi: 10.1111/bph.12858. PMID: 25052258; PMCID: PMC4261997.
2: Gherbi K, May LT, Baker JG, Briddon SJ, Hill SJ. Negative cooperativity across β1-adrenoceptor homodimers provides insights into the nature of the secondary low-affinity CGP 12177 β1-adrenoceptor binding conformation. FASEB J. 2015 Jul;29(7):2859-71. doi: 10.1096/fj.14-265199. Epub 2015 Apr 2. PMID: 25837585; PMCID: PMC4478806.
3: Law MP. Demonstration of the suitability of CGP 12177 for in vivo studies of beta-adrenoceptors. Br J Pharmacol. 1993 Aug;109(4):1101-9. doi: 10.1111/j.1476-5381.1993.tb13736.x. PMID: 8104642; PMCID: PMC2175765.
4: Kaumann AJ. (-)-CGP 12177-induced increase of human atrial contraction through a putative third beta-adrenoceptor. Br J Pharmacol. 1996 Jan;117(1):93-8. doi: 10.1111/j.1476-5381.1996.tb15159.x. PMID: 8825348; PMCID: PMC1909374.
5: van Waarde A, Meeder JG, Blanksma PK, Bouwer J, Visser GM, Elsinga PH, Paans AM, Vaalburg W, Lie KI. Suitability of CGP-12177 and CGP-26505 for quantitative imaging of beta-adrenoceptors. Int J Rad Appl Instrum B. 1992 Oct;19(7):711-8. doi: 10.1016/0883-2897(92)90130-q. PMID: 1356953.
6: Sarsero D, Russell FD, Lynham JA, Rabnott G, Yang I, Fong KM, Li L, Kaumann AJ, Molenaar P. (-)-CGP 12177 increases contractile force and hastens relaxation of human myocardial preparations through a propranolol-resistant state of the beta 1-adrenoceptor. Naunyn Schmiedebergs Arch Pharmacol. 2003 Jan;367(1):10-21. doi: 10.1007/s00210-002-0652-9. Epub 2002 Dec 7. PMID: 12616336.
7: Malinowska B, Schlicker E. Mediation of the positive chronotropic effect of CGP 12177 and cyanopindolol in the pithed rat by atypical beta-adrenoceptors, different from beta 3-adrenoceptors. Br J Pharmacol. 1996 Mar;117(5):943-9. doi: 10.1111/j.1476-5381.1996.tb15285.x. PMID: 8851515; PMCID: PMC1909427.
8: Konkar AA, Zhai Y, Granneman JG. beta1-adrenergic receptors mediate beta3-adrenergic-independent effects of CGP 12177 in brown adipose tissue. Mol Pharmacol. 2000 Feb;57(2):252-8. PMID: 10648634.
9: Staehelin M, Simons P, Jaeggi K, Wigger N. CGP-12177. A hydrophilic beta- adrenergic receptor radioligand reveals high affinity binding of agonists to intact cells. J Biol Chem. 1983 Mar 25;258(6):3496-502. PMID: 6131886.
10: Leung K. S-4-(3-([11C]Isopropylamino)-2-hydroxypropoxy)-2< i>H-benzimidazol-2-one. 2006 Jan 20 [updated 2011 Feb 12]. In: Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004–2013. PMID: 20641409.