112522-64-2
- Name: CI-994
- Chemical Name: 4-acetamido-N-(2-aminophenyl)benzamide
- CAS Number: 112522-64-2
- Molecular Formula: C15H15N3O2
- Molecular Weight: 269.298
- Catalog: Biochemical Inhibitor Epigenetics HDAC inhibitor
- Create Date: 2018-12-10 23:26:26
- Modify Date: 2024-01-01 21:50:30
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CI-994 (Tacedinaline) is an inhibitor of the histone deacetylase (HDAC) with IC50s of 0.9, 0.9, 1.2 μM for recombinant HDAC 1, 2 and 3 respectively.
| Name | 4-acetamido-N-(2-aminophenyl)benzamide |
|---|---|
| Synonyms |
Tacedinaline
4-Acetamido-N-(2-aminophenyl)benzamide 4-(Acetylamino)-N-(2-aminophenyl)benzamide Goe 5549 N-acetyldinaline Acetyldinaline Tacedinalina Benzamide, 4-(acetylamino)-N-(2-aminophenyl)- CI994 CI-994 |
| Description | CI-994 (Tacedinaline) is an inhibitor of the histone deacetylase (HDAC) with IC50s of 0.9, 0.9, 1.2 μM for recombinant HDAC 1, 2 and 3 respectively. |
|---|---|
| Related Catalog | |
| Target |
HD1:0.9 μM (IC50) HD2:0.9 μM (IC50) HD3:1.2 μM (IC50) |
| In Vitro | CI-994 (N-acetyldinaline) is a novel oral compound with a wide spectrum of antitumor activity in preclinical models. The mechanism of action may involve inhibition of histone deacetylation and cell cycle arrest. CI-994 is combined with antineoplastic agents commonly used in non-small cell lung cancer cell line management, a marked synergism of action (R=1.8, R=1.5) is observed between CI-994 (40 μM) and gemcitabine (0.01 μM) at 48 and 72 h of treatment[2].CI-994 inhibits mitogen-stimulated blood lymphocyte proliferation with an IC50 value of 3 μM[4]. |
| In Vivo | CI-994 has activity against 8/8 solid tumors tested: pancreatic ductal adenocarcinoma #02 (4.7); pancreatic adenocarcinoma #03 (3.0; 1/6 cures); colon adenocarcinoma #38 (1.6); colon adenocarcinoma #51/A (1.1); mammary adenocarcinoma #25 (1.7); mammary adenocarcinoma #17/ADR (0.5); Dunning osteogenic sarcoma (4.0); and the human prostate carcinoma LNCaP (1.2). CI-994 is the acetylated metabolite of dinaline and has the same spectrum of activity in vivo as dinaline. It also behaves similarly in schedule comparison/toxicity trials[3]. CI-994 can effect lymphoid tissue in rats within 1 day of a single oral dose, that effects are generally reversible within 7 days[4]. |
| Animal Admin | Rats: To characterize the effects of CI-994 on lymphoid tissue, male rats are administered single oral doses at 0 (vehicle control), 10, 23, and 45 mg/kg and killed up to 7 days after dosing for evaluation of white blood cell differentials, bone marrow differentials, lymphoid tissue weights, and selected histopathology of lymphoid tissue[4]. |
| References |
[3]. LoRusso PM, et al. Preclinical antitumor activity of CI-994. Invest New Drugs. 1996;14(4):349-56. |
| Density | 1.3±0.1 g/cm3 |
|---|---|
| Boiling Point | 450.6±30.0 °C at 760 mmHg |
| Melting Point | 242 °C(dec.) |
| Molecular Formula | C15H15N3O2 |
| Molecular Weight | 269.298 |
| Flash Point | 226.3±24.6 °C |
| Exact Mass | 269.116425 |
| PSA | 84.22000 |
| LogP | 0.96 |
| Vapour Pressure | 0.0±1.1 mmHg at 25°C |
| Index of Refraction | 1.707 |
| Symbol |
GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H319 |
| Precautionary Statements | P305 + P351 + P338 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xi |
| Risk Phrases | 36 |
| Safety Phrases | 26 |
| RIDADR | NONH for all modes of transport |
| RTECS | CU8702023 |
| HS Code | 2924299090 |
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| Literature: THE BROAD INSTITUTE, INC.; Holson, Edward; Wagner, Florence F.; Stahly, G. Patrick Patent: US2013/102677 A1, 2013 ; Location in patent: Paragraph 0127; 0128; 0129 ; |
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| Literature: Thomas, Mickael; Clarhaut, Jonathan; Tranoy-Opalinski, Isabelle; Gesson, Jean-Pierre; Roche, Joelle; Papot, Sebastien Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 17 p. 8109 - 8116 |
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| Literature: THE BROAD INSTITUTE, INC.; HOLSON, Edward; WAGNER, Florence; STAHLY, G., Patrick Patent: WO2012/3413 A1, 2012 ; Location in patent: Page/Page column 52-53 ; |
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| Literature: WO2012/3413 A1, ; |
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| Literature: Bioorganic and Medicinal Chemistry, , vol. 16, # 17 p. 8109 - 8116 |
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Detail
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| Literature: Bioorganic and Medicinal Chemistry, , vol. 16, # 17 p. 8109 - 8116 |
| Precursor 8 | |
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| DownStream 0 | |
| HS Code | 2924299090 |
|---|---|
| Summary | 2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0% |