Synonym
CPI-1189; REN-1189; REN-1654; CPI1189; REN1189; REN1654; CPI 1189; REN 1189; REN 1654
IUPAC/Chemical Name
4-acetamido-N-(tert-butyl)benzamide
InChi Key
DJKNRCWSXSZACF-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H18N2O2/c1-9(16)14-11-7-5-10(6-8-11)12(17)15-13(2,3)4/h5-8H,1-4H3,(H,14,16)(H,15,17)
SMILES Code
O=C(NC(C)(C)C)C1=CC=C(NC(C)=O)C=C1
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
Biological target:
REN-1189 can inhibit the activation of p38 mitogen activated protein kinase phosphorylation, and play a neuroprotective role.
In vitro activity:
REN-1189 alleviated oxygen glucose deprivation/re-oxygenation (OGDR)-induced programmed necrosis by inhibiting mitochondrial p53-cyclophilin D-adenine nucleotide translocase 1 association, mitochondrial depolarization, and lactate dehydrogenase release to the medium. REN-1189 potently inhibited OGDR-induced oxidative injury and neuronal cell death.
Reference: Aging (Albany NY). 2021 Feb 17;13(5):6712-6723. https://pubmed.ncbi.nlm.nih.gov/33621193/
In vivo activity:
In this paper, REN-1189 is shown to mitigate apoptosis induced by TNFa, gp120, and necrosis induced by quinolinic acid. REN-1189 mitigates the cell death produced by supernatants from cultured macrophages obtained from patients with AIDS dementia. These findings may have implications for other neurological diseases where apoptotic cell death contributes to neurodegeneration.
Reference: Brain Res. 2001 Mar 2;893(1-2):95-103. https://pubmed.ncbi.nlm.nih.gov/11222997/
|
Solvent |
mg/mL |
mM |
Solubility |
DMSO |
47.0 |
200.61 |
Ethanol |
15.0 |
64.02 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
234.30
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 |
Formulation protocol:
1. Li YJ, Zhan Y, Li C, Sun J, Yang C. CPI-1189 protects neuronal cells from oxygen glucose deprivation/re-oxygenation-induced oxidative injury and cell death. Aging (Albany NY). 2021 Feb 17;13(5):6712-6723. doi: 10.18632/aging.202528. Epub 2021 Feb 17. PMID: 33621193; PMCID: PMC7993696.
2. Hensley K, Robinson KA, Pye QN, Floyd RA, Cheng I, Garland WA, Irwin I. CPI-1189 inhibits interleukin 1beta-induced p38-mitogen-activated protein kinase phosphorylation: an explanation for its neuroprotective properties? Neurosci Lett. 2000 Mar 10;281(2-3):179-82. doi: 10.1016/s0304-3940(00)00861-2. PMID: 10704772.
3. Pulliam L, Irwin I, Kusdra L, Rempel H, Flitter WD, Garland WA. CPI-1189 attenuates effects of suspected neurotoxins associated with AIDS dementia: a possible role for ERK activation. Brain Res. 2001 Mar 2;893(1-2):95-103. doi: 10.1016/s0006-8993(00)03293-5. PMID: 11222997.
4. Bjugstad KB, Flitter WD, Garland WA, Philpot RM, Kirstein CL, Arendash GW. CPI-1189 prevents apoptosis and reduces glial fibrillary acidic protein immunostaining in a TNF-alpha infusion model for AIDS dementia complex. J Neurovirol. 2000 Dec;6(6):478-91. doi: 10.3109/13550280009091948. PMID: 11175320.
In vitro protocol:
1. Li YJ, Zhan Y, Li C, Sun J, Yang C. CPI-1189 protects neuronal cells from oxygen glucose deprivation/re-oxygenation-induced oxidative injury and cell death. Aging (Albany NY). 2021 Feb 17;13(5):6712-6723. doi: 10.18632/aging.202528. Epub 2021 Feb 17. PMID: 33621193; PMCID: PMC7993696.
2. Hensley K, Robinson KA, Pye QN, Floyd RA, Cheng I, Garland WA, Irwin I. CPI-1189 inhibits interleukin 1beta-induced p38-mitogen-activated protein kinase phosphorylation: an explanation for its neuroprotective properties? Neurosci Lett. 2000 Mar 10;281(2-3):179-82. doi: 10.1016/s0304-3940(00)00861-2. PMID: 10704772.
In vivo protocol:
1. Pulliam L, Irwin I, Kusdra L, Rempel H, Flitter WD, Garland WA. CPI-1189 attenuates effects of suspected neurotoxins associated with AIDS dementia: a possible role for ERK activation. Brain Res. 2001 Mar 2;893(1-2):95-103. doi: 10.1016/s0006-8993(00)03293-5. PMID: 11222997.
2. Bjugstad KB, Flitter WD, Garland WA, Philpot RM, Kirstein CL, Arendash GW. CPI-1189 prevents apoptosis and reduces glial fibrillary acidic protein immunostaining in a TNF-alpha infusion model for AIDS dementia complex. J Neurovirol. 2000 Dec;6(6):478-91. doi: 10.3109/13550280009091948. PMID: 11175320.
1: Müller T. CPI-1189. Centaur. Curr Opin Investig Drugs. 2002 Dec;3(12):1763-7. Review. PubMed PMID: 12528314.
2: Clifford DB, McArthur JC, Schifitto G, Kieburtz K, McDermott MP, Letendre S, Cohen BA, Marder K, Ellis RJ, Marra CM; Neurologic AIDS Research Consortium.. A randomized clinical trial of CPI-1189 for HIV-associated cognitive-motor impairment. Neurology. 2002 Nov 26;59(10):1568-73. PubMed PMID: 12451199.
3: Bjugstad KB, Flitter WD, Garland WA, Philpot RM, Kirstein CL, Arendash GW. CPI-1189 prevents apoptosis and reduces glial fibrillary acidic protein immunostaining in a TNF-alpha infusion model for AIDS dementia complex. J Neurovirol. 2000 Dec;6(6):478-91. PubMed PMID: 11175320.
4: Pulliam L, Irwin I, Kusdra L, Rempel H, Flitter WD, Garland WA. CPI-1189 attenuates effects of suspected neurotoxins associated with AIDS dementia: a possible role for ERK activation. Brain Res. 2001 Mar 2;893(1-2):95-103. PubMed PMID: 11222997.
5: Hensley K, Robinson KA, Pye QN, Floyd RA, Cheng I, Garland WA, Irwin I. CPI-1189 inhibits interleukin 1beta-induced p38-mitogen-activated protein kinase phosphorylation: an explanation for its neuroprotective properties? Neurosci Lett. 2000 Mar 10;281(2-3):179-82. PubMed PMID: 10704772.
6: Bayes M, Rabasseda X, Prous JR. Gateways to Clinical Trials. June 2002. Methods Find Exp Clin Pharmacol. 2002 Jun;24(5):291-327. Review. PubMed PMID: 12168506.
7: Bjugstad KB, Flitter WD, Garland WA, Su GC, Arendash GW. Preventive actions of a synthetic antioxidant in a novel animal model of AIDS dementia. Brain Res. 1998 Jun 8;795(1-2):349-57. PubMed PMID: 9622673.