ChemicalBook > CAS DataBase List > 1-[(3S,8S,9S,10R,13R,14S,17S)-3-methoxy-10,13-dimethyl-2,3,4,7,8,9,11, 12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

1-[(3S,8S,9S,10R,13R,14S,17S)-3-methoxy-10,13-dimethyl-2,3,4,7,8,9,11, 12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

Product Name
1-[(3S,8S,9S,10R,13R,14S,17S)-3-methoxy-10,13-dimethyl-2,3,4,7,8,9,11, 12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
CAS No.
511-26-2
Chemical Name
1-[(3S,8S,9S,10R,13R,14S,17S)-3-methoxy-10,13-dimethyl-2,3,4,7,8,9,11, 12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
Synonyms
MAP4343;MAP4343, 10 mM in DMSO;Pregn-5-en-20-one, 3-methoxy-, (3β)-;5-Pregnen-3B-ol-20-one-17a,21,21,21-d4 3-Methyl Ether;1-[(3S,8S,9S,10R,13R,14S,17S)-3-methoxy-10,13-dimethyl-2,3,4,7,8,9,11, 12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone;inhibit,microtubule-associated,Microtubule/Tubulin,Pregnenolone,MAP2,tubulin,polymerization,neurites,MAP 4343,MAP4343,Inhibitor,MAP-4343,protein
CBNumber
CB01260975
Molecular Formula
C22H34O2
Formula Weight
330.5
MOL File
511-26-2.mol
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1-[(3S,8S,9S,10R,13R,14S,17S)-3-methoxy-10,13-dimethyl-2,3,4,7,8,9,11, 12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone Property

Melting point:
123.5°
alpha 
D18 +18° (c = 1.085 in chloroform)
Boiling point:
426.6±45.0 °C(Predicted)
Density 
1.04±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMSO: 25 mg/mL (75.64 mM)
form 
Solid
color 
White to off-white
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

ChemScene
Product number
CS-0027351
Product name
MAP4343
Packaging
5mg
Price
$100
Updated
2021/12/16
ChemScene
Product number
CS-0027351
Product name
MAP4343
Packaging
10mg
Price
$170
Updated
2021/12/16
ChemScene
Product number
CS-0027351
Product name
MAP4343
Packaging
25mg
Price
$350
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0016445
Product name
PREGNENOLONE METHYL ETHER
Purity
95.00%
Packaging
5MG
Price
$499.04
Updated
2021/12/16
ChemScene
Product number
CS-0027351
Product name
MAP4343
Packaging
100mg
Price
$900
Updated
2021/12/16
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1-[(3S,8S,9S,10R,13R,14S,17S)-3-methoxy-10,13-dimethyl-2,3,4,7,8,9,11, 12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone Chemical Properties,Usage,Production

Uses

MAP4343 is the 3-methylether derivative of Pregnenolone. MAP4343 binds in vitro to microtubule-associated protein 2 (MAP2), stimulates the polymerization of tubulin, enhances the extension of neurites and protects neurons against neurotoxic agents[1][2].

Biological Activity

MAP4343 is a 3-methyl ether derivative of Pregnenolone. It binds to microtubule-associated protein 2 (MAP2) in vitro, stimulates the polymerization of tubulin, enhances neurite extension and protects neurons from neurotoxic agents.

in vitro

MAP4343 (40 μM; 15 or 30 min) stimulates microtubule polymerization in vitro. It stimulates nerve growth factor (NGF)-induced neurite outgrowth in PC12 cells.

in vivo

MAP4343 (12 mg/kg; daily sc for 28 d) improves the recovery of locomotor function after spinal cord injury (SCI) in rats.
MAP4343 (4 mg/kg; daily sc for 6 d) increases MAP2 levels in spinal cord after SCI in rats.
MAP4343 (4 mg/kg; daily sc for 6 d) increases the size of lumbar spinal motoneurons' dendrite arbours after SCI in rats.

< p>

Animal Model: Adult Sprague-Dawley male rats with spinal cord injury
Dosage: 12 mg/kg
Administration: Daily sc for 28 days
Result: Increased the number of animals able to walk with weight-supported plantar steps.
Showed forelimb-hindlimb coordination at the end of the study.

References

[1] Fontaine-Lenoir V, et, al. Microtubule-associated protein 2 (MAP2) is a neurosteroid receptor. Proc Natl Acad Sci U S A. 2006 Mar 21;103(12):4711-6. DOI:10.1073/pnas.0600113103
[2] Duchossoy Y, et, al. Treatment of experimental spinal cord injury with 3β-methoxy-pregnenolone. Brain Res. 2011 Jul 27;1403:57-66. DOI:10.1016/j.brainres.2011.05.065

1-[(3S,8S,9S,10R,13R,14S,17S)-3-methoxy-10,13-dimethyl-2,3,4,7,8,9,11, 12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone Preparation Products And Raw materials

Raw materials

Preparation Products

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1-[(3S,8S,9S,10R,13R,14S,17S)-3-methoxy-10,13-dimethyl-2,3,4,7,8,9,11, 12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone Suppliers

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511-26-2, 1-[(3S,8S,9S,10R,13R,14S,17S)-3-methoxy-10,13-dimethyl-2,3,4,7,8,9,11, 12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanoneRelated Search:


  • 1-[(3S,8S,9S,10R,13R,14S,17S)-3-methoxy-10,13-dimethyl-2,3,4,7,8,9,11, 12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
  • MAP4343
  • Pregn-5-en-20-one, 3-methoxy-, (3β)-
  • 5-Pregnen-3B-ol-20-one-17a,21,21,21-d4 3-Methyl Ether
  • inhibit,microtubule-associated,Microtubule/Tubulin,Pregnenolone,MAP2,tubulin,polymerization,neurites,MAP 4343,MAP4343,Inhibitor,MAP-4343,protein
  • MAP4343, 10 mM in DMSO
  • 511-26-2