Cellocidin

Title: Cellocidin
CAS Registry Number: 543-21-5
CAS Name: 2-Butynediamide
Additional Names: acetylenedicarboxamide; acetylenedicarboxylic acid diamide; aquamycin; lenamycin
Molecular Formula: C4H4N2O2
Molecular Weight: 112.09
Percent Composition: C 42.86%, H 3.60%, N 24.99%, O 28.55%
Line Formula: H2NCOCºCCONH2
Literature References: Antibiotic substance with antibacterial activity. Produced by Streptomyces chibaensis from soil collected at Chiba City, Japan: Suzuki et al., J. Antibiot. 11, 81 (1958). Synthesis from dimethyl acetylenedicarboxylate and concd ammonium hydroxide at -10°: Saggiomo, J. Org. Chem. 22, 1171 (1957); Suzuki, Okuma, J. Antibiot. 11, 84 (1958). Identity with lenamycin: Y. Sekizawa, Meiji Seika Kenkyu Nempo 1960, 42, C.A. 56, 14609a (1962). Biosynthesis: E. R. H. Jones, J. Chem. Soc. Perkin Trans. 1 1973, 148.
Properties: Crystals from dil methanol, dec. 216-218°. uv max (0.1N NaOH): 299 nm (E1%1cm 290). Sparingly sol in water, methanol, ethanol, acetone, chloroform, glacial acetic acid. Relatively stable in neutral or acid solns, showing no loss of activity at pH 2 to 7 when heated for 10 min at 100°. Unstable in alkaline soln evolving ammonia. LD50 i.v. in mice: 11 mg/kg (Suzuki).
Absorption maximum: uv max (0.1N NaOH): 299 nm (E1%1cm 290)
Toxicity data: LD50 i.v. in mice: 11 mg/kg (Suzuki)
Cellophane Celluloid Cellulose Cellulose Acetates Cellulose Ethyl Hydroxyethyl Ether

Cellocidin
2-Butynediamide Chemical Structure
Identifiers
CAS number 543-21-5
PubChem 10971
ChemSpider 10506
MeSH C015739
ChEBI CHEBI:CHEBI:51763
Jmol-3D images Image 1
Properties
Molecular formula C4H4O2N2
Molar mass 112.08 g/mol
Density 1.411 g/mL
Melting point 179°C
Boiling point 293.959 °C at 760 mmHg
log P -1.2
Vapor pressure 0.0020000000949949 mmHg at 25°C
Hazards
Main hazards skin irritant; may cause respiratory tract irritation
Flash point 216 °C; 421 °F; 489 K
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Cellocidin (2-butynediamide) is an organic chemical compound with the molecular formula C4H4O2N2