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CAS No 158440-71-2 , Spiro[cyclopropane-1,5'-[5H]inden]-7'(6'H)-one,6'-hydroxy-3'-(hydroxymethyl)-2',4',6'-trimethyl-, (6'R)-

  • Name: Spiro[cyclopropane-1,5'-[5H]inden]-7'(6'H)-one,6'-hydroxy-3'-(hydroxymethyl)-2',4',6'-trimethyl-, (6'R)-
  • Synonyms: (-)-(Hydroxymethyl)acylfulvene;Spiro[cyclopropane-1,5'-[5H]inden]-7'(6'H)-one,6'-hydroxy-3'-(hydroxymethyl)-2',4',6'-trimethyl-, (R)-; NSC683863; HMAF; (-)-Irofulven; Irofulven;Spiro[cyclopropane-1,5'-[5H]inden]-7'(6'H)-one,6'-hydroxy-3'-(hydroxymethyl)-2',4',6'-trimethyl-, (6'R)-; MGI 114;
  • CAS Registry Number:
  • Flash Point: 270.9°C
  • Boiling Point: 501°C at 760 mmHg
  • Density: 1.28g/cm3
  • Refractive index: 1.617
  • Safety Statements: A poison by intravenous route. When heated to decomposition it emits acrid smoke and irritating vapors.
  • Hazard Symbols: A poison.
  • Flash Point: 270.9°C
  • Molecular Weight: 246.33
  • InChI: InChI=1/C15H18O3/c1-8-6-10-12(11(8)7-16)9(2)15(4-5-15)14(3,18)13(10)17/h6,16,18H,4-5,7H2,1-3H3/t14-/m0/s1
  • Molecular Formula: C15H18 O3
  • Molecular Structure:CAS No:158440-71-2 Spiro[cyclopropane-1,5'-[5H]inden]-7'(6'H)-one,6'-hydroxy-3'-(hydroxymethyl)-2',4',6'-trimethyl-, (6'R)-

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158440-71-2 Spiro[cyclopropane-1,5'-[5H]inden]-7'(6'H)-one,6'-hydroxy-3'-(hydroxymethyl)-2',4',6'-trimethyl-, (6'R)-

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158440-71-2 Irofulven

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158440-71-2 IROFULVENUM

  • China Nanjing Chemlin Chemical Industry Co.,Ltd. [Manufacturer]
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References of Spiro[cyclopropane-1,5'-[5H]inden]-7'(6'H)-one,6'-hydroxy-3'-(hydroxymethyl)-2',4',6'-trimethyl-, (6'R)-
Title: Irofulven
CAS Registry Number: 158440-71-2
CAS Name: (6￠R)-6￠-Hydroxy-3￠-(hydroxymethyl)-2￠,4￠,6￠-trimethylspiro[cyclopropane-1,5￠-[5H]inden]-7￠(6￠H)-one
Synonyms: (hydroxymethyl)acylfulvene; HMAF
Manufacturers' Codes: MGI-114; NSC-683863
Molecular Formula: C15H18O3
Molecular Weight: 246.30
Percent Composition: C 73.15%, H 7.37%, O 19.49%
Literature References: Semi-synthetic antitumor agent derived from illudin S, q.v. Inhibits DNA synthesis and induces apoptosis in tumor cells. Prepn: M. J. Kelner et al., US 5523490 (1996 to Univ. California); T. C. McMorris et al., J. Nat. Prod. 59, 896 (1996). Enantioselective synthesis: idem et al., J. Org. Chem. 69, 619 (2004). Effect on DNA integrity and apoptosis: J. M. Woynarowski et al., Biochem. Pharmacol. 54, 1181 (1997). Clinical pharmacokinetics and toxicology: J. Alexandre et al., Clin. Cancer Res. 10, 3377 (2004). Clinical evaluation in hormone-refractory prostate cancer: N. Senzer et al., Am. J. Clin. Oncol. 28, 36 (2005). Review: M. Baekelandt, Curr. Opin. Invest. Drugs 3, 1517-1526 (2002).
Properties: Crystals from ether, mp 127-129°. [a]D25 -639° (c = 0.096 in ethanol). Crystal density: 1.262 g/cm3. uv max (ethanol): 235, 330 nm (e 15100, 9200) with tailing to 480 nm.
Melting point: mp 127-129°
Optical Rotation: [a]D25 -639° (c = 0.096 in ethanol)
Absorption maximum: Crystal density: 1.262 g/cm3. uv max (ethanol): 235, 330 nm (e 15100, 9200) with tailing to 480 nm
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Alkaloids/Natural Products.