Temarotene

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 461380

CAS#: 75078-91-0

Description: Temarotene is an arotinoid with immunosuppressive and immunostimulatory activities.

Chemical Structure

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Temarotene
CAS# 75078-91-0
Instruction

Theoretical Analysis

MedKoo Cat#: 461380
Name: Temarotene
CAS#: 75078-91-0
Chemical Formula: C23H28
Exact Mass: 304.22
Molecular Weight: 304.470
Elemental Analysis: C, 90.73; H, 9.27

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

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

Appearance: Solid powder

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

More Info:

Biological target:
In vitro activity:
In vivo activity:

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.

Recalculate based on batch purity %
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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.

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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.