Synonym
Temarotene; Arotinoid; Ro 15-0778; Ro-15-0778; Ro15-0778;
IUPAC/Chemical Name
(E)-1,1,4,4-tetramethyl-6-(2-phenylprop-1-en-1-yl)-1,2,3,4-tetrahydronaphthalene
InChi Key
MDRKTRCJUNFDNW-BMRADRMJSA-N
InChi Code
InChI=1S/C23H28/c1-17(19-9-7-6-8-10-19)15-18-11-12-20-21(16-18)23(4,5)14-13-22(20,2)3/h6-12,15-16H,13-14H2,1-5H3/b17-15+
SMILES Code
C/C(C1=CC=CC=C1)=C\C2=CC3=C(C(C)(C)CCC3(C)C)C=C2
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
304.47
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Fenina N, Bun H, Durand A. Concentration of temarotene (Ro 15-0778) and its metabolite Ro 14-6113 in plasma and skin of hairless rat. Skin Pharmacol. 1993;6(1):61-4. PubMed PMID: 8489777.
2: Bollag W, Peck R. Modulation of human immune functions in vitro by temarotene and its metabolite. Skin Pharmacol. 1991;4(3):142-9. PubMed PMID: 1837465.
3: Bollag W, Ott F. Treatment of lichen planus with temarotene. Lancet. 1989 Oct 21;2(8669):974. PubMed PMID: 2571878.
4: Ho KK, Halliday GM, Barnetson RS. Topical retinoic acid augments ultraviolet light-induced melanogenesis. Melanoma Res. 1992 May;2(1):41-5. PubMed PMID: 1643423.
5: Peck R, Bollag W. Potentiation of retinoid-induced differentiation of HL-60 and U937 cell lines by cytokines. Eur J Cancer. 1991;27(1):53-7. PubMed PMID: 1826443.
6: Doran TI, Shapiro SS. Retinoid effects on sebocyte proliferation. Methods Enzymol. 1990;190:334-8. PubMed PMID: 2087185.
7: Teelmann K, Bollag W. Therapeutic effect of the arotinoid Ro 15-0778 on chemically induced rat mammary carcinoma. Eur J Cancer Clin Oncol. 1988 Jul;24(7):1205-9. PubMed PMID: 3138121.
8: Ritter SJ, Smith JE. Multiple retinoids alter liver bile salt-independent retinyl ester-hydrolase activity, serum vitamin A and serum retinol-binding protein of rats. Biochim Biophys Acta. 1996 Dec 6;1291(3):228-36. PubMed PMID: 8980637.
9: Halliday GM, McKay DA. Topical retinoic acid inhibits changes in Langerhans cell density during carcinogenesis. In Vivo. 1993 May-Jun;7(3):271-6. Review. PubMed PMID: 8357969.
10: Vane FM, Chari SS, Hurley JF, Shapiro SS. Concentrations of isotretinoin and the arotinoid Ro 15-0778 in plasma and tissues of hamsters and rats. Skin Pharmacol. 1988;1(4):237-45. PubMed PMID: 3272193.
11: Ho KK, Halliday GM, Barnetson RS. Topical and oral retinoids protect Langerhans' cells and epidermal Thy-1+ dendritic cells from being depleted by ultraviolet radiation. Immunology. 1991 Nov;74(3):425-31. PubMed PMID: 1685145; PubMed Central PMCID: PMC1384635.
12: Halliday GM, Ho KK, Barnetson RS. Regulation of the skin immune system by retinoids during carcinogenesis. J Invest Dermatol. 1992 Nov;99(5):83S-86S. PubMed PMID: 1358983.
13: Sherman MI, Truitt GA. Prevention and therapy of tumors with arotinoids. Eur J Cancer Clin Oncol. 1988 Mar;24(3):359-62. PubMed PMID: 3383940.
14: Holazo AA, Pinili EE, De Grazia FT, Patel IH. Influence of food on the bioavailability of Ro 15-0778 in humans. Pharm Res. 1990 Jul;7(7):777-9. PubMed PMID: 2395808.
15: Priestley GC. Proliferation and glycosaminoglycans secretion in fibroblasts from psoriatic skin: differential responses to retinoids. Br J Dermatol. 1987 Nov;117(5):575-83. PubMed PMID: 2961363.
16: Olsen DR, Hickok NJ, Uitto J. Suppression of ornithine decarboxylase gene expression by retinoids in cultured human keratinocytes. J Invest Dermatol. 1990 Jan;94(1):33-6. PubMed PMID: 2295835.
17: Pacor ML, Biasi D, Urbani G, Lombardo G, Lunardi C. [The efficacy of cyclosporin for topical use in oral lichen planus]. Minerva Stomatol. 1994 Apr;43(4):129-32. Italian. PubMed PMID: 8065281.
18: Arnold A, Kowaleski B, Tozer R, Hirte H. The arotinoids: early clinical experience and discussion of future development. Leukemia. 1994;8 Suppl 3:S42-9. Review. PubMed PMID: 7808024.
19: Boris A, Hurley J, Wong CQ, Comai K, Shapiro S. Sebum-suppressing activity of the nonpolar arotinoid Ro 15-0778 in rodents. Arch Dermatol Res. 1988;280(4):246-51. PubMed PMID: 3233014.
20: Bollag W, Hartmann HR. Inhibition of rat mammary carcinogenesis by an arotinoid without a polar end group (Ro 15-0778). Eur J Cancer Clin Oncol. 1987 Feb;23(2):131-5. PubMed PMID: 2965015.
