5'-Methoxy-6'-[3-(1-pyrrolidinyl)propoxy]spiro[cyclobutane-1,3'-[3H]indol]-2'-amine
- Product Name
- 5'-Methoxy-6'-[3-(1-pyrrolidinyl)propoxy]spiro[cyclobutane-1,3'-[3H]indol]-2'-amine
- CAS No.
- 1527503-11-2
- Chemical Name
- 5'-Methoxy-6'-[3-(1-pyrrolidinyl)propoxy]spiro[cyclobutane-1,3'-[3H]indol]-2'-amine
- Synonyms
- A-336;A-366;CS-2077;A-366,MV4;A-366 (A366);A-366; A366;A 366;A-366, 10 mM in DMSO;5'-methoxy-6'-(3-(pyrrolidin-1-yl)propoxy)spiro[cyclobutane-1,3'-indol]-2'-amine;5'-Methoxy-6'-[3-(1-pyrrolidinyl)propoxy]spiro[cyclobutane-1,3'-[3H]indol]-2'-amine;Spiro[cyclobutane-1,3'-[3H]indol]-2'-amine, 5'-methoxy-6'-[3-(1-pyrrolidinyl)propoxy]-
- CBNumber
- CB43038523
- Molecular Formula
- C19H27N3O2
- Formula Weight
- 329.44
- MOL File
- 1527503-11-2.mol
5'-Methoxy-6'-[3-(1-pyrrolidinyl)propoxy]spiro[cyclobutane-1,3'-[3H]indol]-2'-amine Property
- Boiling point:
- 533.6±60.0 °C(Predicted)
- Density
- 1.29±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- DMSO : 50 mg/mL (151.77 mM; Need ultrasonic)
- form
- powder
- pka
- 10.18±0.20(Predicted)
- color
- white to beige
- InChI
- InChI=1S/C19H27N3O2/c1-23-16-12-14-15(21-18(20)19(14)6-4-7-19)13-17(16)24-11-5-10-22-8-2-3-9-22/h12-13H,2-11H2,1H3,(H2,20,21)
- InChIKey
- BKCDJTRMYWSXMC-UHFFFAOYSA-N
- SMILES
- C12(C3=C(N=C1N)C=C(OCCCN1CCCC1)C(OC)=C3)CCC2
Safety
- RIDADR
- UN 3077 9 / PGIII
- WGK Germany
- 3
- Storage Class
- 11 - Combustible Solids
- Hazard Classifications
- Aquatic Acute 1
N-Bromosuccinimide Price
- Product number
- SML1410
- Product name
- A-366
- Purity
- ≥98% (HPLC)
- Packaging
- 5MG
- Price
- $126
- Updated
- 2026/03/19
- Product number
- SML1410
- Product name
- A-366
- Purity
- ≥98% (HPLC)
- Packaging
- 25MG
- Price
- $495
- Updated
- 2026/03/19
- Product number
- 16081
- Product name
- A-366
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $85
- Updated
- 2024/03/01
- Product number
- 16081
- Product name
- A-366
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $158
- Updated
- 2024/03/01
- Product number
- 16081
- Product name
- A-366
- Purity
- ≥98%
- Packaging
- 50mg
- Price
- $661
- Updated
- 2024/03/01
5'-Methoxy-6'-[3-(1-pyrrolidinyl)propoxy]spiro[cyclobutane-1,3'-[3H]indol]-2'-amine Chemical Properties,Usage,Production
Uses
A-366 acts as a potent peptide-competitive inhibitor of the lysine methyltransferase G9a. 1000 fold selectivity over other methyl transferases.
Biochem/physiol Actions
A-366 is an SGC chemical probe for G9a/GLP, developed in collaboration with Abbvie. A-366 is a potent, selective inhibitor of the histone methyltransferase G9a. The IC50 values for G9a inhbition in enzymatic and cell based assays are 3.3 and approximately 3 μM, respectively. A-366 has little or no detectable activity against a panel of 21 other methyltransferases. For full characterization details, please visit the A-366 probe summary on the Structural Genomics Consortium (SGC) website.To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc
in vivo
A-366 (30 mg/kg; osmotic mini-pump; daily for 14 days) treatment of MV4;11 xenografts elicits growth inhibition[4].
| Animal Model: | 6-8 week old SCID-beige female mice (MV4;11 xenografts)[4] |
| Dosage: | 30 mg/kg |
| Administration: | By osmotic mini-pump; daily for 14 days |
| Result: | A modest 45% tumor growth inhibition resulting from A-366 treatment in this model. |
IC 50
EHMT2/G9a/KMT1C; EHMT1/GLP/KMT1D
storage
Store at -20°C
5'-Methoxy-6'-[3-(1-pyrrolidinyl)propoxy]spiro[cyclobutane-1,3'-[3H]indol]-2'-amine Preparation Products And Raw materials
Raw materials
Preparation Products
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