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| | ACETYLENEDICARBOXAMIDE Basic information |
| Product Name: | ACETYLENEDICARBOXAMIDE | | Synonyms: | Acetylendicarbonsaeureamid;Acetylenedicarboxylic acid diamide;acetylenedicarboxylicaciddiamide;Aquamycin;Lenamycin;Renamycin;2-BUTYNEDIAMIDE;ACETYLENEDICARBOXAMIDE | | CAS: | 543-21-5 | | MF: | C4H4N2O2 | | MW: | 112.09 | | EINECS: | 684-490-7 | | Product Categories: | | | Mol File: | 543-21-5.mol |  |
| | ACETYLENEDICARBOXAMIDE Chemical Properties |
| Melting point | 179 °C | | Boiling point | 209.98°C (rough estimate) | | density | 1.4421 (rough estimate) | | refractive index | 1.4610 (estimate) | | storage temp. | Store at -20°C | | solubility | DMF: 10 mg/ml; DMSO: 20 mg/ml; DMSO:PBS (pH 7.2) (1:7): 0.12 mg/ml | | pka | 13.01±0.50(Predicted) | | form | Fine Crystalline Powder | | color | Cream to beige | | EPA Substance Registry System | 2-Butynediamide (543-21-5) |
| Hazard Codes | T | | Risk Statements | 25-21 | | Safety Statements | 45-36/37-28A | | HS Code | 29241900 | | Toxicity | LD50 i.v. in mice: 11 mg/kg (Suzuki) |
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ACROS
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| | ACETYLENEDICARBOXAMIDE Usage And Synthesis |
| Description | Cellocidin is an antibiotic originally isolated from S. chibaensis. It is active against various bacterial strains including M. tuberculosis and against the trypanosomes T. brucei and T. rhodesiense (IC50s = 150 and 30 ng/ml, respectively). It inhibits proliferation of LCL1 and LCL2 cells transformed by Epstein-Barr virus (EBV), activates the c-Myc and NF-κB pathways in BC3 and LCL1 cells, and induces necrotic cell death in B cells infected with gammaherpes virus. Cellocidin (100-200 ppm) is protective against bacterial leaf blight in rice plants and inhibits α-ketoglutarate oxidation in X. oryzae, the bacterium that causes leaf blight, when used at a concentration of 1 ppm, suggesting that it inhibits the citric acid cycle. Formulations containing cellocidin have been used as agricultural pesticides. | | Chemical Properties | CREAM TO BEIGE FINE CRYSTALLINE POWDER | | Uses | Cellocidin is a small neutral alkyne produced by a number of Streptomyces species, first discovered by Suzuki and colleagues in 1958. Cellocidin has a broad antibacterial, antifungal and antitumor profile due to its ability to react with endogenous thiols like cysteine and glutathione. Cellocidin occurs as a weak active in many bioassays using actinomycete crude extracts and is thus a useful standard for chemical and bioassay dereplication. | | Definition | ChEBI: A dicarboxylic acid diamide resulting from the formal condensation of both of the carboxy groups of butynedioic acid with ammonia. An antibacterial agent produced by Streptomyces chibaensis. | | Purification Methods | Acetylenedicarboxamide crystallises from MeOH and H2O [m 190-192o(dec) as hemihydrate]. When prepared from the ester + NH3 it has m 213o(dec). Also a melting point of 290-292o(dec) has been reported. [Saggimo J Org Chem 22 1171 1857, Kharash et al. J Org Chem 10 392 1945, Blomquist & Winslow J Org Chem 10 156 1945, Beilstein 2 I 317, 2 III 1995, 2 IV 2295.] |
| | ACETYLENEDICARBOXAMIDE Preparation Products And Raw materials |
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