Adapalene - 98%, high purity , CAS No.106685-40-9, Agonist of Retinoic acid receptor-αAgonist of Retinoic acid receptor-βAgonist of Retinoic acid receptor-γ

Item Number
A120006
Grouped product items
SKUSizeAvailabilityPrice Qty
A120006-100mg
100mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$61.90
A120006-250mg
250mg
In stock
$121.90
A120006-1g
1g
In stock
$375.90
A120006-5g
5g
In stock
$1,688.90
A120006-25g
25g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$7,598.90

RARβ and RARγ agonist

Basic Description

SynonymsADAPALENE | 106685-40-9 | Differin | Adapalenum | Adapaleno | 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid | Differine | Adapalenum [INN-Latin] | Adapaleno [INN-Spanish] | CD 271 | CD-271 | Adapalen | Differin Gel | 6-(3-(1-Adamantyl)-4-methoxyphenyl)-2-naphthoic acid | 6
Specifications & PurityMoligand™, ≥98%
Biochemical and Physiological MechanismsRetinoic acid analog that is a RARβand RARγagonist (AC50values are 2.2, 9.3, 22 and > 1000 nM for RARβ, RARγ, RARαand RXRαreceptors respectively). Inhibits proliferation and induces apoptosis in colorectal cancer cellin vitro. Displays comedolytic activit
Storage TempStore at 2-8°C
Shipped InWet ice
GradeMoligand™
Action TypeAGONIST
Mechanism of actionAgonist of Retinoic acid receptor-αAgonist of Retinoic acid receptor-βAgonist of Retinoic acid receptor-γ
Product Description

Adapalene is a dual RAR and RXR agonist, used in the treatment of acne.
Adapalene, a retinoic acid analogue, is a RARβ and RARγ agonist. Adapalene inhibits proliferation and induces apoptosis in colorectal cancer cells in vitro. Adapalene gel is an efficacious treatment for acne vulgaris.

Associated Targets(Human)

RARG Tclin Retinoic acid receptor gamma (2 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
RARB Tclin Retinoic acid receptor beta (4 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
RARA Tclin Retinoic acid receptor alpha (2 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
GLRA1 Tclin Glycine receptor subunit alpha-1 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

Pubchem Sid488183399
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488183399
IUPAC Name 6-[3-(1-adamantyl)-4-methoxyphenyl]naphthalene-2-carboxylic acid
INCHI InChI=1S/C28H28O3/c1-31-26-7-6-23(21-2-3-22-12-24(27(29)30)5-4-20(22)11-21)13-25(26)28-14-17-8-18(15-28)10-19(9-17)16-28/h2-7,11-13,17-19H,8-10,14-16H2,1H3,(H,29,30)
InChi Key LZCDAPDGXCYOEH-UHFFFAOYSA-N
Canonical SMILES COC1=C(C=C(C=C1)C2=CC3=C(C=C2)C=C(C=C3)C(=O)O)C45CC6CC(C4)CC(C6)C5
Isomeric SMILES COC1=C(C=C(C=C1)C2=CC3=C(C=C2)C=C(C=C3)C(=O)O)C45CC6CC(C4)CC(C6)C5
RTECS QJ1987000
PubChem CID 60164
Molecular Weight 412.52
Reaxy-Rn 7393980

Certificates

Certificate of Analysis(COA)

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16 results found

Lot NumberCertificate TypeDateItem
A2416114Certificate of AnalysisNov 22, 2023 A120006
A2416116Certificate of AnalysisNov 22, 2023 A120006
A2416117Certificate of AnalysisNov 22, 2023 A120006
A2416118Certificate of AnalysisNov 22, 2023 A120006
A2416119Certificate of AnalysisNov 22, 2023 A120006
A2416120Certificate of AnalysisNov 22, 2023 A120006
K1914155Certificate of AnalysisSep 08, 2023 A120006
J2109147Certificate of AnalysisMay 12, 2022 A120006
C2301457Certificate of AnalysisMar 07, 2022 A120006
C2301476Certificate of AnalysisMar 07, 2022 A120006
C2301488Certificate of AnalysisMar 07, 2022 A120006
C2325023Certificate of AnalysisMar 07, 2022 A120006
C2325024Certificate of AnalysisMar 07, 2022 A120006
D2226087Certificate of AnalysisMar 07, 2022 A120006
D2226088Certificate of AnalysisMar 07, 2022 A120006
D2226089Certificate of AnalysisMar 07, 2022 A120006

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Chemical and Physical Properties

SolubilitySolvent:DMSO, Max Conc. mg/mL: 10.31, Max Conc. mM: 25
SensitivityMoisture &Heat sensitive
Melt Point(°C)301℃

Safety and Hazards(GHS)

Pictogram(s) GHS08,   GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

H351:Suspected of causing cancer

H302:Harmful if swallowed

H317:May cause an allergic skin reaction

H361:Suspected of damaging fertility or the unborn child

H362:May cause harm to breast-fed children

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P260:Do not breathe dust/fume/gas/mist/vapors/spray.

P271:Use only outdoors or in a well-ventilated area.

P270:Do not eat, drink or smoke when using this product.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P272:Contaminated work clothing should not be allowed out of the workplace.

P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention.

P362+P364:Take off contaminated clothing and wash it before reuse.

P330:Rinse mouth.

P263:Avoid contact during pregnancy/while nursing.

P203:Obtain, read and follow all safety instructions before use.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P301+P317:IF SWALLOWED: Get medical help.

P318:if exposed or concerned, get medical advice.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P319:Get medical help if you feel unwell.

RTECS QJ1987000
Reaxy-Rn 7393980
Merck Index 150

Related Documents

References

1. Charpentier B, Bernardon JM, Eustache J, Millois C, Martin B, Michel S, Shroot B.  (1995)  Synthesis, structure-affinity relationships, and biological activities of ligands binding to retinoic acid receptor subtypes..  J Med Chem,  38  (26): (4993-5006).  [PMID:8544175]

Solution Calculators