CAS Number55079-83-9
Synonyms13-cis Acitretin; retinoidetretin; Acetretin; ro10-1670; SORIATANE; etretin; (2Z,4E,6E,8E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoic acid; Acitreti; (2Z,4E,6E,8E)-9-(4-Methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid; Acitretin; Acritretin; all-trans-etretin; EINECS 259-474-4; MFCD00866632; 13-cis-Acitretin; NEOTIGASON
Molecular FormulaC21H26O3
Molecular Weight326.43
Purity≥98.0 (HPLC)%
Density1.1±0.1 g/cm3
Boiling Point521.3±38.0 °C at 760 mmHg
Melting Point228-230ºC
Appearancepowder
EINECS259-474-4
Symbol
Signal WordWarning
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| Chemical & Physical Properties | |
|---|---|
| CAS Number | 55079-83-9 |
| Catalog No. | 2A-9009048 |
| Chinese Name | 阿维A酸 |
| Synonyms | 13-cis Acitretin; retinoidetretin; Acetretin; ro10-1670; SORIATANE; etretin; (2Z,4E,6E,8E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoic acid; Acitreti; (2Z,4E,6E,8E)-9-(4-Methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid; Acitretin; Acritretin; all-trans-etretin; EINECS 259-474-4; MFCD00866632; 13-cis-Acitretin; NEOTIGASON |
| Molecular Formula | C21H26O3 |
| Molecular Weight | 326.43 |
| Purity | ≥98.0 (HPLC) |
| Density | 1.1±0.1 g/cm3 |
| Boiling Point | 521.3±38.0 °C at 760 mmHg |
| Melting Point | 228-230ºC |
| Appearance | powder |
| Storage Condition | 2-8°C |
| Packaging | III |
| Application | Acitretin (Ro 10-1670) is a second-generation retinoic acid that can be used for psoriasis. |
| EINECS | 259-474-4 |
| PubChem ID | 57650239 |
| MDL Number | MFCD00866632 |
| SMILES | COc1cc(C)c(\C=C\C(C)=C\C=C\C(C)=C\C(O)=O)c(C)c1C |
| 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+ |
| InChI Key | IHUNBGSDBOWDMA-AQFIFDHZSA-N |
| NACRES Code | NA.25 |
| UNSPSC | 41116107 |
| Hazard Symbols | 9.0 |
| MSDS | msds/9048_1_55079_83_9.pdf |
| Bioactivity | Acitretin(Ro 10-1670) is a second-generation, systemic retinoid that has been used in the treatment of psoriasis.Target: RAR/RXRAcitretin is a second-generation, systemic retinoid that has been approved for the treatment of psoriasis since 1997. It can be considered one of the treatments of choice for pustular and erythrodermic psoriasis. However, the efficacy of acitretin as a monotherapy for plaque psoriasis is less, although it is often used in combination therapy with other systemic psoriasis therapies, especially ultraviolet B or psoralen plus ultraviolet A phototherapy, to increase efficacy. Such combination treatments may potentially minimise toxicity by using lower doses of each of the two agent [1].Thirty-nine male adult Wistar albino rats were divided into 3 groups as two experimental groups and one control group. The first group consisting 14 rats were applied orally standard dose (0.75 mg/kg/day) acitretin and the second group consisting 16 rats were applied high dose (1.5 mg/kg/day) acitretin.Acitretin was given within dimetil sulphoxide (DMSO), which was diluted with saline solution as a ratio of 1/10, in order to increase its solubility. The control group consisting 9 rats were given only saline solution including DMSO for 8 weeks. After 8 weeks of the administration, half of the rats in the first and second groups and the entire control group were sacrificed under deep ether anaesthesia and bilateral orchiectomy was made. The remainingrats were compared with the control group using a similar method at the end of 8 weeks of wash-off period. The orchiectomy materials were histopathologically evaluated under the light microscope for spermatogenesis according to parameters including spermatogenetic activity, spermatogenetic organization, seminiferous tubular diameter, interstitial Leydig cells and fibroblasts. In our study it was concluded that the standard and high doses of acitretin do not have any effect on the spermatogenesis of threats [2].Clinical indications: PsoriasisFDA Approved Date: Toxicity: nausea; headache; itching; red or flaky skin; dry or red eyes; dry mouth; depression; 0cystitis acne or hair loss Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> RAR/RXR Research Areas >> Inflammation/Immunology References [1]. Lee CS, et al. A review of acitretin, a systemic retinoid for the treatment of psoriasis. Expert Opin Pharmacother. 2005 Aug;6(10):1725-34. [2]. Seng?r B, et al. Effects of acitretin on spermatogenesis of rats. J Eur Acad Dermatol Venereol. 2006 Jul;20(6):689-92. Chemical & Physical Properties Density 1.1±0.1 g/cm3 Boiling Point 521.3±38.0 °C at 760 mmHg Melting Point 228-230ºC Molecular Formula C21H26O3 Molecular Weight 326.429 Flash Point 180.3±20.3 °C Exact Mass 326.188202 PSA 46.53000 LogP 5.73 Vapour Pressure 0.0±1.4 mmHg at 25°C Index of Refraction 1.570 InChIKey IHUNBGSDBOWDMA-AQFIFDHZSA-N SMILES COc1cc(C)c(C=CC(C)=CC=CC(C)=CC(=O)O)c(C)c1C Storage condition 2-8°C Stability LIGHT SENSITIVE |
| Use of | Properties Articles55 Name all-trans-acitretin Synonym More Synonyms Acitretin Biological Activity Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> RAR/RXR Research Areas >> Inflammation/Immunology References [1]. Lee CS, et al. A review of acitretin, a systemic retinoid for the treatment of psoriasis. Expert Opin Pharmacother. 2005 Aug;6(10):1725-34. [2]. Seng?r B, et al. Effects of acitretin on spermatogenesis of rats. J Eur Acad Dermatol Venereol. 2006 Jul;20(6):689-92. Chemical & Physical Properties Molecular Formula C21H26O3 Exact Mass 326.188202 PSA 46.53000 Index of Refraction 1.570 InChIKey IHUNBGSDBOWDMA-AQFIFDHZSA-N Stability LIGHT SENSITIVE |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Danger Regulations: 3077 International Maritime Transport Danger Regulations: 3077 International Air Transport Danger Regulations: 3077 14.2 Names specified by the United Nations (UN) European land transport hazard regulations: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. (etretin) IMDG: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. (etretin) International air transport hazard regulations: Environmentally hazardous substance, solid, n.o.s. (etretin) 14.3 Transport hazard categories European land transport Dangerous Regulations: 9 International sea transport Dangerous Regulations: 9 International air transport Dangerous Regulations: 9 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Dangerous Regulations: Yes International Maritime Transport Dangerous Regulations Maritime Pollutants: Yes International Air Transport Dangerous Regulations: Yes 14.6 Special reminder to users further information Dangerous goods are individually packaged, with liquids exceeding 5 liters or solids exceeding 5 kilograms. The outer packaging of each independent package and the combined independent inner package must have EHS on it. Identification (according to European ADR Regulation 2.2.9.1.10, IMDG Regulation 2.10.3), |
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