CAS Number8048-52-0
SynonymsACRIFLAVINE; EUFLAVINE; 3,6-Diamino-10-methylacridinium chloride - 3,6-acridinediamine (1:1:1); 3,6-Diamino-10-methylacridinium chloride 3,6-acridinediamine (1:1:1); diacrid; 3,6-Diamino-10-methylacridinium chloride 3,6-acridinediamine (1:1); flavipin; Trypaflavine; gonacin; 3,6-Diamino-10-methylacridinium chloride - acridine-3,6-diamine (1:1:1); flavine; Neutroflavine; EUFLAVIN; angiflan; Neutral Acriflavine; flavisept; isravin; MFCD00064307
Molecular FormulaC14H14ClN3
Molecular Weight259.73
Purity99.00%
Melting Point179-181 °C
AppearanceDark orange to brown-red powder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 8048-52-0 |
| Catalog No. | 2A-9034337 |
| Chinese Name | 吖啶黄素 |
| Synonyms | ACRIFLAVINE; EUFLAVINE; 3,6-Diamino-10-methylacridinium chloride - 3,6-acridinediamine (1:1:1); 3,6-Diamino-10-methylacridinium chloride 3,6-acridinediamine (1:1:1); diacrid; 3,6-Diamino-10-methylacridinium chloride 3,6-acridinediamine (1:1); flavipin; Trypaflavine; gonacin; 3,6-Diamino-10-methylacridinium chloride - acridine-3,6-diamine (1:1:1); flavine; Neutroflavine; EUFLAVIN; angiflan; Neutral Acriflavine; flavisept; isravin; MFCD00064307 |
| Molecular Formula | C14H14ClN3 |
| Molecular Weight | 259.73 |
| Purity | 99.00 |
| Melting Point | 179-181 °C |
| Appearance | Dark orange to brown-red powder |
| Water Solubility | Water solubility: soluble; soluble in: ethanol; in |
| Storage Condition | Store sealed and away from light. |
| Application | Acriflavine is a fluorescent dye used to label high molecular weight RNA. It is also a topical antiseptic. |
| HTC | 38249064 |
| UN(IATA) | UN 3077 |
| PubChem ID | 329747342 |
| SMILES | C[n+]1c2cc(N)ccc2cc2ccc(N)cc21.Nc1ccc2cc3ccc(N)cc3nc2c1.[Cl-] |
| InChI | InChI=1S/C14H13N3.C13H11N3.ClH/c1-17-13-7-11(15)4-2-9(13)6-10-3-5-12(16)8-14(10)17;14-10-3-1-8-5-9-2-4-11(15)7-13(9)16-12(8)6-10;/h2-8H,1H3,(H3,15,16);1-7H,14-15H2;1H |
| InChI Key | PEJLNXHANOHNSU-UHFFFAOYSA-N |
| Hazard Symbols | transportation |
| Risk Codes | R22;R37/38;R41;R50/53 |
| Safety Description | S26;S29;S37/39;S61 |
| Bioactivity | Acriflavine is a fluorescent dye for labeling high molecular weight RNA. It is also a topical antiseptic. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> HIF/HIF Prolyl-Hydroxylase Research Areas >> Cancer Dye Reagents Research Areas >> Infection In Vitro Acriflavine is identified as a potent inhibitor of the MCT4 that can inhibit the binding between Basigin and MCT4. Acriflavine significantly inhibits growth and self-renewal potential of several glioblastoma neurosphere lines[1]. The HIF-1 inhibitor acriflavine decreases survival and growth of CML cells. It targets stem cell potential of CML cells[2]. In Vivo Acriflavine treatment inhibits intratumoral expression of VEGF and tumor vascularization[1]. In a murine CML model, acriflavine decreases leukemia development and reduces LSC maintenance[2]. Acriflavine retards tumor growth in a murine model of breast cancer. The combination of sunitinib with acriflavine significantly decreases vascular endothelial growth factor and TGF-β expression and reduces tumor vasculature followed by increased intratumor necrosis and apoptosis[3]. Animal Admin Mice: CML mice are treated daily with acriflavine (8 mg/kg) or PBS via intraperitoneal injection, for 10 days starting from day 7 after bone marrow transplantation[2]. References [1]. Voss DM, et al. Disruption of the monocarboxylate transporter-4-basigin interaction inhibits the hypoxic response, proliferation, and tumor progression. Sci Rep. 2017 Jun 27;7(1):4292. [2]. Cheloni G, et al. Targeting chronic myeloid leukemia stem cells with the hypoxia-inducible factor inhibitor acriflavine. Blood. 2017 Jun 2. pii: blood-2016-10-745588. [3]. Yin T, et al. HIF-1 Dimerization Inhibitor Acriflavine Enhances Antitumor Activity of Sunitinib in Breast Cancer Model. Oncol Res. 2014;22(3):139-45. Chemical & Physical Properties Melting Point 179-181 °C Molecular Formula C14H14ClN3 Molecular Weight 259.73 PSA 120.85000 LogP 3.86310 InChIKey PEJLNXHANOHNSU-UHFFFAOYSA-N SMILES C[n+]1c2cc(N)ccc2cc2ccc(N)cc21.Nc1ccc2cc3ccc(N)cc3nc2c1.[Cl-] |
| Use of | Acriflavine is a fluorescent dye for labeling high molecular weight RNA. It is also a topical antiseptic. Properties Articles41 Name acriflavine Synonym More Synonyms ACRIFLAVINE Biological Activity Description Acriflavine is a fluorescent dye for labeling high molecular weight RNA. It is also a topical antiseptic. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> HIF/HIF Prolyl-Hydroxylase Research Areas >> Cancer Dye Reagents Research Areas >> Infection In Vitro Acriflavine is identified as a potent inhibitor of the MCT4 that can inhibit the binding between Basigin and MCT4. Acriflavine significantly inhibits growth and self-renewal potential of several glioblastoma neurosphere lines[1]. The HIF-1 inhibitor acriflavine decreases survival and growth of CML cells. It targets stem cell potential of CML cells[2]. In Vivo Acriflavine treatment inhibits intratumoral expression of VEGF and tumor vascularization[1]. In a murine CML model, acriflavine decreases leukemia development and reduces LSC maintenance[2]. Acriflavine retards tumor growth in a murine model of breast cancer. The combination of sunitinib with acriflavine significantly decreases vascular endothelial growth factor and TGF-β expression and reduces tumor vasculature followed by increased intratumor necrosis and apoptosis[3]. References [1]. Voss DM, et al. Disruption of the monocarboxylate transporter-4-basigin interaction inhibits the hypoxic response, proliferation, and tumor progression. Sci Rep. 2017 Jun 27;7(1):4292. [2]. Cheloni G, et al. Targeting chronic myeloid leukemia stem cells with the hypoxia-inducible factor inhibitor acriflavine. Blood. 2017 Jun 2. pii: blood-2016-10-745588. [3]. Yin T, et al. HIF-1 Dimerization Inhibitor Acriflavine Enhances Antitumor Activity of Sunitinib in Breast Cancer Model. Oncol Res. 2014;22(3):139-45. Chemical & Physical Properties PSA 120.85000 LogP 3.86310 InChIKey PEJLNXHANOHNSU-UHFFFAOYSA-N |
| Transport Info | Product name: Purity: 15.8% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN number European Land Transport Danger Regulations: 3077 International Maritime Transport Danger Regulations: 3077 International Air Transport Danger Regulations: 3077 14.2 Names specified by the United Nations (UN) European land transport hazard regulations: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. International Maritime Dangerous Regulations: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. (ACRIFLAVINE NEUTRAL) International air transport hazard regulations: Environmentally hazardous substance, solid, n.o.s. (ACRIFLAVINE NEUTRAL) 14.3 Transport hazard categories European land transport Dangerous Regulations: 9 International sea transport Dangerous Regulations: 9 International air transport Dangerous Regulations: 9 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Dangerous Regulations: Yes International Maritime Transport Dangerous Regulations Maritime Pollutants: Yes International Air Transport Dangerous Regulations: Yes 14.6 Special reminder to users further information Dangerous goods are individually packaged, with liquids exceeding 5 liters or solids exceeding 5 kilograms. The outer packaging of each independent package and the combined independent inner package must have EHS on it. Identification (according to European ADR Regulation 2.2.9.1.10, IMDG Regulation 2.10.3), |
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