Acitretin

  • CAT Number: A000540
  • CAS Number: 55079-83-9
  • Molecular Formula: C21H26O3
  • Molecular Weight: 326.436
  • Purity: ≥95%
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Acitretin is an oral synthetic retinoid effective in the treatment of psoriasis. It is the major metabolite of etretinate (sc-205689). It has demonstrated an ability to suppress the development of chemically-induced epithelial tumors, as well as squamous cell carcinoma. Acitretin has potential antineoplastic, chemopreventive, anti-psoratic, and embryotoxic properties. Acitretin activates nuclear retinoic acid receptors (RAR), resulting in induction of cell differentiation, inhibition of cell proliferation, and inhibition of tissue infiltration by inflammatory cells. This agent may also inhibit tumor angiogenesis.

Catalog Number A000540
CAS Number 55079-83-9
Molecular Formula

C21H26O3

Purity 95%
Target RAR/RXR
Solubility >16.3mg/mL in DMSO
Storage -20°C
IUPAC Name (2E,4E,6E,8E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoic acid
InChI InChI=1S/C21H26O3/c1-14(8-7-9-15(2)12-21(22)23)10-11-19-16(3)13-20(24-6)18(5)17(19)4/h7-13H,1-6H3,(H,22,23)/b9-7+,11-10+,14-8+,15-12+
InChIKey IHUNBGSDBOWDMA-AQFIFDHZSA-N
SMILES CC1=CC(=C(C(=C1C=CC(=CC=CC(=CC(=O)O)C)C)C)C)OC
Reference

1: Sonthalia S, Jakhar D, Jha AK. An extemporaneous approach for optimizing
acitretin dosing in pediatric patients. J Am Acad Dermatol. 2017 Nov 8. pii:
S0190-9622(17)32604-X. doi: 10.1016/j.jaad.2017.10.045. [Epub ahead of print]
PubMed PMID: 29128458.
<br>

2: Chen P, Li C, Xue R, Chen H, Tian X, Zeng K, Zhang X, Liang J. Efficacy and
safety of acitretin monotherapy in children with pustular psoriasis: results from
15 cases and a literature review. J Dermatolog Treat. 2017 Nov 9:1-11. doi:
10.1080/09546634.2017.1395798. [Epub ahead of print] PubMed PMID: 29098909.
<br>

3: Subedi S, Yu Q, Chen Z, Shi Y. Management of pediatric psoriasis with
acitretin: A review. Dermatol Ther. 2017 Nov 1. doi: 10.1111/dth.12571. [Epub
ahead of print] Review. PubMed PMID: 29094450.
<br>

4: Rakowska A, Gradzińska A, Olszewska M, Rudnicka L. Efficacy of Isotretinoin
and Acitretin in Treatment of Frontal Fibrosing Alopecia: Retrospective Analysis
of 54 Cases. J Drugs Dermatol. 2017 Oct 1;16(10):988-992. PubMed PMID: 29036252.

<br>
5: Aleissa M, Konstantinou MP, Samimi M, Lamant L, Gaboriaud P, Touze A, Ceppi C,
Bulai Livideanu C, Paul C. Trichodysplasia spinulosa associated with HIV
infection: clinical response to acitretin and valganciclovir. Clin Exp Dermatol.
2017 Oct 13. doi: 10.1111/ced.13286. [Epub ahead of print] PubMed PMID: 29028114.
<br>

6: Conde-Montero E, Baniandrés-Rodríguez O, Horcajada-Reales C, Parra-Blanco V,
Suárez-Fernández R. Paraneoplastic acrokeratosis (Bazex syndrome): unusual
association with in situ follicular lymphoma and response to acitretin. Cutis.
2017 Aug;100(2):E3-E5. PubMed PMID: 28961299.
<br>

7: Eyler JT, Garib G, Thompson KR, Dahiya M, Swan JW. Annular atrophic lichen
planus responds to hydroxychloroquine and acitretin. Cutis. 2017
Aug;100(2):119-122. PubMed PMID: 28961283.
<br>

8: Guenther LC, Kunynetz R, Lynde CW, Sibbald RG, Toole J, Vender R, Zip C.
Acitretin Use in Dermatology. J Cutan Med Surg. 2017 Nov/Dec;21(3_suppl):2S-12S.
doi: 10.1177/1203475417733414. Epub 2017 Sep 27. PubMed PMID: 28952335.

<br>
9: Mlacker S, Kaw U, Maytin EV. Use of photodynamic therapy and acitretin in
generalized eruptive keratoacanthoma of Grzybowski. JAAD Case Rep. 2017 Sep
8;3(5):457-459. doi: 10.1016/j.jdcr.2017.06.013. eCollection 2017 Sep. PubMed
PMID: 28948204; PubMed Central PMCID: PMC5602908.
<br>

10: Pasmatzi E, Monastirli A, Badavanis G, Tsambaos D. Angioedema without
urticaria caused by oral acitretin. Acta Dermatovenerol Alp Pannonica Adriat.
2017 Sep;26(3):67-68. PubMed PMID: 28941265.

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