Antioxidant BHT 264
CAS:128-37-0
Purity:99%
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Topical tretinoin (Retin-A, Renova, Avita), like isotretinoin, alters keratinization in the acroinfundibulum. In addition, it reverses certain premalignant and other histological changes associated with the photoaging changes that accompany chronic exposure to ultraviolet radiation. Topically applied tretinoin is indicated in comedogenic and papulopustular acne vulgaris, and its mild exfoliative effects make it sometimes useful in molluscum contagiosum, flat warts, and some ichthyotic disorders. It is often prescribed to lessen the clinical signs of photoaging (wrinkling and hyperpigmented macules).
retinoic acid (tretinoin) is a vitamin A derivative. It has demonstrated an ability to alter collagen synthesis, increase dermal hyaluronic acid levels, and stimulate fibroblast growth and the extracellular matrix. It is used for keratinization disorders and for treating acne. Retinoic acid’s anti-aging effect has been convincingly documented and it is often used for treating the visible signs of aging, though these results can take approximately 6 months to be visible. It is associated with a number of adverse effects, including irritation, photosensitivity, skin dryness, redness, and peeling. It should also not be used while pregnant.
![[(2Z,4E)-3-methyl-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dienyl]triphenylphosphonium chloride](/upload/2025/1/732e9e2c-68dc-46a3-9d8a-c9789034fe40.png)
[(2Z,4E)-3-methyl-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dienyl]triphenylphosphonium chloride
trans-β-formyl crotonic acid
9-cis-retinoic acid
| Conditions | Yield |
|---|---|
|
[(2Z,4E)-3-methyl-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dienyl]triphenylphosphonium chloride; trans-β-formyl crotonic acid;
With
sodium hydroxide;
In
isopropyl alcohol;
at -50 - -40 ℃;
for 24h;
Inert atmosphere;
With
hydrogenchloride; palladium diacetate;
In
isopropyl alcohol;
at 80 ℃;
pH=8-9;
Inert atmosphere;
|
82.3% |
ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate
9-cis-retinoic acid
| Conditions | Yield |
|---|---|
|
With
potassium hydroxide;
In
ethanol;
|
100% |
|
With
potassium hydroxide;
In
ethanol;
at 50 ℃;
|
98% |
|
With
potassium hydroxide;
In
ethanol; water;
at 70 ℃;
|
91% |
|
With
potassium hydroxide;
In
ethanol;
at 70 ℃;
|
91% |
|
With
sodium hydroxide;
In
methanol;
at 50 ℃;
for 0.5h;
|
74% |
|
With
sodium hydroxide;
In
methanol;
at 50 ℃;
|
70% |
|
With
sodium hydroxide;
In
ethanol;
Yield given;
Heating;
|
The CAS number of Tretinoin is 302-79-4.
More information of Tretinoin 302-79-4 are:
|
CAS Number |
302-79-4 |
|
Density |
1.011 g/cm3 |
|
Melting Point |
179-184 °C |
|
Boiling Point |
462.8 °C at 760 mmHg |
|
Flash Point |
350.6 °C |
|
Vapor Pressure |
7.55E-10mmHg at 25°C |
|
Refractive Index |
1.4800 (estimate) |
|
HS CODE |
29362100 |
|
PSA |
37.30000 |
|
LogP |
5.60260 |
|
Pka |
4.73±0.33(Predicted) |
Synonyms for Tretinoin 302-79-4:(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenoate;all-trans-beta-Retinoic acid;Vitamin A acid;Tretinoine (French) (EINECS);Retin A;trans-Retinoic acid;all-trans-Vitamin A1 acid;Acide retinoique (French) (DSL);2,4, 6,8-Nonatetranoic acid, 3,7-dimethyl-9-(2,6, 6-trimethyl-1-cyclohexen-1-yl)-, (2E, 4E, 6E, 8E)-;all-trans-Retinoate;AGN 100335;Vitamin A acid sodium salt;Vitamin A1 acid, all-trans-;ATRA;Retin-A;Vesnaroid;Tretin M;all-(E)-Retinoic acid;Retinoic acid, sodium salt;beta-Retinoic acid;Cordes Vas;Aberel;Tretinoin, all-trans-;Retionic acid;Dermairol;Eudyna;Aknefug;Retinoate;all-trans-Retinoic acid;Retacnyl;Tretinoin (all-trans retinoic acid );Tretinoin USP26;
The chemical formula of Tretinoin is C20H28O2 which containing 20 Carbon atoms,28 Hydrogen atoms and 2 Oxygen atoms,and the molecular weight of Tretinoin is 300.441.
all-trans Retinoic acid is a metabolite of vitamin A and a ligand for retinoic acid receptors (RARs) with IC50 values of 9, 3, and 10 nM for RARα, RARβ, and RARγ, respectively, in radioligand binding assays. It induces expression of a luciferase reporter in COS-7 cells expressing RARα, RARβ, or RARγ (EC50s = 169, 9, and 2 nM, respectively). all-trans Retinoic acid (17 nmol) reduces papilloma formation induced by phorbol 12-myristate 13-acetate (TPA; ) in mice. It reduces bile duct proliferation, hydroxyproline levels, and liver inflammation in a rat model of α-naphthylisothiocyanate-induced chronic cholestasis and reduces plasma levels of alkaline phosphatase and bile salts in the Mdr2-/- mouse model of cholestasis. all-trans Retinoic acid also reduces hepatic fat accumulation, triglycerides, body weight, and serum glucose levels in mice with Western diet-induced obesity.
InChI:InChI=1/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)/p-1/b9-6+,12-11+,15-8+,16-14+
Relevant articles related to Tretinoin:
|
Article |
Source |
|
Stereoselective synthesis of all-trans-, (13Z)- and (9-nor)-retinoic acids via Stille reaction |
Thibonnet, Jér?me,Abarbri, Mohamed,Duchêne, Alain,Parrain, Jean-Luc , p. 141 - 143 (1999) |
|
Impurity analysis of retinoic acid samples |
Allegrone, Gianna,Brenna, Elisabetta,Fronza, Giovanni,Fuganti, Claudio,Giovenzana, Tommaso,Malpezzi, Luciana,Barlocchi, Enrico,Pellegatta, Cesare , p. 3528 - 3531 (2005) |
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