Home > Name List By other > (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6, 8-tetraenoic acid

CAS No 302-79-4 , (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,
8-tetraenoic acid

  • Name: (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,
    8-tetraenoic acid
  • Synonyms: all-trans-Retinoic acid;(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,
    8-tetraenoic acid; ATRA; Vesanoid; Renova;Retinoic acid; trans-Retinoic acid; Vitamin A acid; tretinoin; Airol; Retin-A;
  • CAS Registry Number:
  • Transport: 25kgs
  • Melting Point: 179-184 ºC
  • Density: 1.011 g/cm3
  • Safety Statements: R22;R38;R63
  • Hazard Symbols: Xn: Harmful;
  • EINECS: 206-129-0
  • Molecular Weight: 300.43512
  • InchiKey: SHGAZHPCJJPHSC-YCNIQYBTSA-N
  • InChI: InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20
    (18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,
    16-14+
  • Risk Statements: S36/37;S45
  • Molecular Formula: C20H28O2
  • Molecular Structure:CAS No:302-79-4 (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,<br />8-tetraenoic acid

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References of (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,
8-tetraenoic acid
Title: Retinoic Acid
CAS Registry Number: 302-79-4
Synonyms: (all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid; all-trans-retinoic acid; vitamin A acid; tretinoin
Trademarks: Aberel (Janssen-Cilag); Airol (Pierre Fabre); Avita (Bertek); Epi-Aberel (Janssen-Cilag); Eudyna (BASF); Kerlocal (Pierre Fabre); Renova (Ortho); Retin-A (Ortho); Retinova (Janssen-Cilag); Vesanoid (Roche)
Molecular Formula: C20H28O2
Molecular Weight: 300.44
Percent Composition: C 79.95%, H 9.39%, O 10.65%
Literature References: Physiological metabolite of vitamin A, q.v. Effects gene expression via nuclear retinoic acid receptors (RAR); mediates cellular growth and differentiation. Prepn: D. A. van Dorp, J. R. Arens, Rec. Trav. Chim. 65, 338 (1946); C. D. Robeson et al., J. Am. Chem. Soc. 77, 4111 (1955). Single-step process: R. Marbet, DE 2061507; US 3746730 (1971, 1973 both to Hoffmann-La Roche). Crystal structure: C. H. Stam, C. H. MacGillavry, Acta Crystallogr. 16, 62 (1963). Toxicology: J. J. Kamm, J. Am. Acad. Dermatol. 6, 652 (1982). Clinical evaluation in treatment of photoaged skin: J. S. Weiss et al., J. Am. Med. Assoc. 259, 527 (1988); in promyelocytic leukemia: R. P. Warrell, Jr. et al., Leukemia 8, 929 (1994). Review of pharmacology and therapeutic potential: G. D. Goss et al., Crit. Rev. Clin. Lab. Sci. 29, 185-215 (1992). Book: The Retinoids, M. B. Sporn et al., Eds. (Raven Press, New York, 2nd ed., 1994) 679 pp.
Properties: Yellow to light orange crystalline powder with characteristic floral odor. Crystals from ethanol, mp 180-182°. uv max (methanol): 351 nm (e 45000). Sol in DMSO; slightly sol in polyethylene glycol 400, octanol, ethanol. Practically insol in water, mineral oil, glycerin. LD50 (10 day) in mice, rats (mg/kg): 790, 790 i.p.; 2200, 2000 orally (Kamm).
Melting point: mp 180-182°
Absorption maximum: uv max (methanol): 351 nm (e 45000)
Toxicity data: LD50 (10 day) in mice, rats (mg/kg): 790, 790 i.p.; 2200, 2000 orally (Kamm)
 
Derivative Type: 9-cis-Form see Alitretinoin
 
Derivative Type: 13-cis-Form see Isotretinoin
 
Derivative Type: a-Tocopheryl ester see Tocoretinate
 
Therap-Cat: Antiacne; adjunct in treatment of photodamaged skin; antineoplastic (hormonal).
Keywords: Antiacne; Keratolytic.