Synonym
CGP 12177; CGP12177; CGP-12177; Tbhpbo; CGP 12177 Hydrochloride; CGP 12177 HCl.
IUPAC/Chemical Name
(R)-4-(3-(tert-butylamino)-2-hydroxypropoxy)-1H-benzo[d]imidazol-2(3H)-one hydrochloride
InChi Key
YQVFCYCTITZLSX-SBSPUUFOSA-N
InChi Code
InChI=1S/C14H21N3O3.ClH/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);1H/t9-;/m1./s1
SMILES Code
O[C@@H](COC1=CC=CC(N2)=C1NC2=O)CNC(C)(C)C.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, not in water
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
315.80
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, 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. PubMed PMID: 25837585; PubMed Central PMCID: PMC4478806.
2: Nishijima K, Kuge Y, Seki K, Ohkura K, Morita K, Nakada K, Tamaki N. Preparation and pharmaceutical evaluation for clinical application of high specific activity S-(-)[11C]CGP-12177, a radioligand for beta-adrenoreceptors. Nucl Med Commun. 2004 Aug;25(8):845-9. PubMed PMID: 15266181.
3: 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. PubMed PMID: 25052258; PubMed Central PMCID: PMC4261997.
4: Leblais V, Pourageaud F, Ivorra MD, Guibert C, Marthan R, Muller B. Role of alpha-adrenergic receptors in the effect of the beta-adrenergic receptor ligands, CGP 12177, bupranolol, and SR 59230A, on the contraction of rat intrapulmonary artery. J Pharmacol Exp Ther. 2004 Apr;309(1):137-45. Epub 2004 Jan 12. PubMed PMID: 14718590.
5: 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. Epub 2002 Dec 7. PubMed PMID: 12616336.
6: Brørs O, Sharikabad MN, Jørgen J. Sarcolemmal beta-adrenoceptors determined in rat ventricular heart biopsies with (-)-[3H]CGP-12177. Pharmacol Toxicol. 2002 Oct;91(4):166-73. PubMed PMID: 12530466.
7: Baker JG, Hall IP, Hill SJ. Pharmacological characterization of CGP 12177 at the human beta(2)-adrenoceptor. Br J Pharmacol. 2002 Oct;137(3):400-8. PubMed PMID: 12237261; PubMed Central PMCID: PMC1573492.
8: Re G, Badino P, De Angelis I, Odore R, Belloli C, Stammati A, Zucco F. Identification and coupling to adenylate cyclase of three different [(3)H]CGP 12177 binding sites in Caco-2 cell membranes. Pharmacol Res. 2001 Apr;43(4):393-8. PubMed PMID: 11352544.
