Amidinomycin

Title: Amidinomycin
CAS Registry Number: 3572-60-9
CAS Name: 3-Amino-N-(3-amino-3-iminopropyl)cyclopentanecarboxamide
Additional Names: N-(2¢-amidinoethyl)-3-aminocyclopentanecarboxamide; myxoviromycin
Molecular Formula: C9H18N4O
Molecular Weight: 198.27
Percent Composition: C 54.52%, H 9.15%, N 28.26%, O 8.07%
Literature References: Antibiotic substance produced by Streptomyces flavochromogenes isolated from Japanese soil (Shiuoka Prefecture). Isoln and structure: S. Nakamura et al., J. Antibiot. 14A, 103 (1961); S. Nakamura, Chem. Pharm. Bull. 9, 641 (1961). Identity with myxoviromycin: S. Nakamura et al., J. Antibiot. 14A, 163 (1961). Prepn: Katsube, Saito, JP 68 21418 (1968 to Sumitomo), C.A. 70, 87135q (1969). Synthesis of amidinomycin and trans isomer: H. Paul et al., Arch. Pharm. 301, 512 (1968). Crystal and molecular structure: M. Kaneda et al., J. Antibiot. 33, 778 (1980).
Derivative Type: Sulfate
Molecular Formula: C9H18N4O.H2SO4
Molecular Weight: 296.34
Percent Composition: C 36.48%, H 6.80%, N 18.91%, O 27.00%, S 10.82%
Properties: Plates or needles from water + methanol, dec 285-288°. [a]D21 -3.9° (c = 3). Absorption spectra: S. Nakamura, loc. cit. Soluble in water. Practically insol in ether, benzene, ethyl acetate, methanol, ethanol, butanol, acetone.
Optical Rotation: [a]D21 -3.9° (c = 3)
Therap-Cat: Antiviral.
Keywords: Antiviral.
Amidochlor Amido-G-Acid Amidomycin Amido-R-Acid Amidosulfuron