ChemicalBook > CAS DataBase List > DAPT

DAPT

Product Name
DAPT
CAS No.
208255-80-5
Chemical Name
DAPT
Synonyms
DAPT (GSI-IX);GSI-IX;CS-175;AN-37124;SC-201315;DAPT DAPT;DAPT, >=98%;GSI-IX; GSI IX;EZSolution DAPT;Synonyms GSI-IX
CBNumber
CB3503380
Molecular Formula
C23H26F2N2O4
Formula Weight
432.46
MOL File
208255-80-5.mol
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DAPT Property

alpha 
+40.0～+47.0°(D/20℃)(c=0.5,DMSO)
Boiling point:
612.2±55.0 °C(Predicted)
Density 
1.213
storage temp. 
2-8°C
solubility 
DMSO: ~18 mg/mL
form 
solid
pka
12.82±0.46(Predicted)
color 
white
Sensitive 
Light Sensitive
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
InChIKey
DWJXYEABWRJFSP-XOBRGWDASA-N
CAS DataBase Reference
208255-80-5
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Safety

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29242990
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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

Sigma-Aldrich
Product number
565770
Product name
γ-Secretase Inhibitor IX
Packaging
5mg
Price
$172
Updated
2024/03/01
Sigma-Aldrich
Product number
565770
Product name
γ-Secretase Inhibitor IX
Packaging
10mg
Price
$230
Updated
2024/03/01
TCI Chemical
Product number
D4257
Product name
DAPT
Purity
>98.0%(HPLC)
Packaging
25mg
Price
$440
Updated
2024/03/01
Alfa Aesar
Product number
J65864
Product name
DAPT
Packaging
10mg
Price
$227
Updated
2024/03/01
Cayman Chemical
Product number
13197
Product name
DAPT
Purity
≥95%
Packaging
5mg
Price
$59
Updated
2024/03/01
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DAPT Chemical Properties,Usage,Production

Description

DAPT (208255-80-5) is an inhibitor of γ-secretase (IC50 in human primary neurons = 115 nM for total Aβ or 200 nM for Aβ42 specifically).1?Oral administration of DAPT has been shown to reduce levels of Aβ in brain extract, cerebrospinal fluid and plasma from mice and rats.2,3?DAPT blocks Notch signaling which promotes neuronal differentiation of precursor cells.4?Enhances iPS cells without oncogenes KLF4 and CMYC5. Cell permeable.

Uses

DAPT (GSI-IX) is a novel γ-secretase inhibitor, which inhibits Aβ production with IC50 of 20 nM in HEK 293 cells

Uses

A potent and specific inhibitor of γ-secretase.

Uses

DAPT is used in the study of β-amyloid formation. DAPT has been shown to inhibit Notch signaling in studies of autoimmune and lymphoproliferative diseases, such as ALPS and lupus erythematosus, as well as in cancer cell growth, angiogenesis, and differentiation of human induced pluripotent stem cells.

Definition

ChEBI: DAPT is a dipeptide consisting of alanylphenylglycine derivatised as a 3,5-difluorophenylacetamide at the amino terminal and a tert-butyl ester at the carboxy terminal. A gamma-secretase inhibitor. It has a role as an EC 3.4.23.46 (memapsin 2) inhibitor. It is a dipeptide, a difluorobenzene, a carboxylic ester and a tert-butyl ester.

Biological Activity

Inhibitor of γ -secretase; causes a reduction in A β 40 and A β 42 levels in human primary neuronal cultures (IC 50 values are 115 and 200 nM for total A β and A β 42 respectively) and in brain extract, cerebrospinal fluid and plasma in vivo . Does not effect APP α and APP β levels. Blocks Notch signaling in hybrid human-mouse foetal thymus organ culture (FTOC). Activity causes neural cells to commit to neuronal differentiation.

Biochem/physiol Actions

DAPT is a γ-secretase inhibitor and indirectly an inhibitor of Notch, a γ-secretase substrate. Other γ-secretase substrates include LDL receptor-related protein, E-cadherin and ErbB-4. As an inhibitor of γ-secretase, DAPT may be useful in the study of β-amyloid (Aβ) formation. DAPT has been shown to inhibit Notch signaling in studies of autoimmune and lymphoproliferative diseases, such as ALPS and lupus erythematosus (SLE), as well as in cancer cell growth, angiogenesis, and differentiation of human induced pluripotent stem cells (hIPSC).

storage

+4°C

References

1) Dovey?et al. (2001),?Functional gamma-secretase inhibitors reduce beta-amyloid peptide levels in brain; J. Neurochem.,?76?173 2) Portelius?et al. (2009),?Effects of γ-secretase inhibition on the amyloid β isoform pattern in a mouse model of Alzheimer’s disease; Cell Signal.,?5?615 3) El Moueddon?et al. (2006),?Reduction of Aβ levels in the Sprague Dawley rat after oral administration of the functional γ-secretase inhibitor, DAPT: a novel non-transgenic model for Aβ production inhibitors; Curr. Pharma. Des.,?12?1671 4) De Smedt?et al. (2005), Different thresholds of notch signaling bias human precursor cells towards B-, NK-, monocytic/dendritic, or T-cell lineage in thymus microenvironment; Blood,?106?2236 5) Ichida?et al. (2014),?Notch inhibition allows oncogene-independent generation of iPS cells; Nature Chem. Biol.,?10?632

DAPT Preparation Products And Raw materials

Raw materials

Preparation Products

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DAPT Suppliers

Americas 1 Canada 1 China 155 Europe 1 France 1 Germany 5 India 3 Japan 2 Poland 1 Switzerland 1 The Netherlands 2 United Kingdom 7 United States 42 Global 222
Ark Pharm, Inc.
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View Lastest Price from DAPT manufacturers

Career Henan Chemical Co
Product
DAPT 208255-80-5
Price
US $2.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
100g , 1kg, 5kg , 50kg
Release date
2020-01-07

208255-80-5, DAPTRelated Search:

JAK3 INHIBITOR I P7C3 Neuropathiazol BETA-SECRETASE INHIBITOR IV GAMMA-SECRETASE INHIBITOR DIBENZAZEPINE γ-Secretase Inhibitor XXI Y27632 (hydrochloride) Semagacestat SB 431542 MG-132 LY411575 RO4929097 DAPM DAPT AC-PHG-OME H-PHG-OTBU (S)-ALPHA-AMINOBENZENEACETIC ACID ETHYL ESTER

  • (2S)-N-[(3,5-Difluorophenyl)acetyl]-L-alanyl-2-phenylglycine 1,1-dimethylethyl ester
  • GSI-IX; GSI IX
  • CS-175
  • γ-Secretase Inhibitor IX - CAS 208255-80-5 - Calbiochem
  • LY-374973, N-[N-(3,5-Difluorophenacetyl)-L-alanyl]-S-phenylglycine t-butyl ester
  • N-[(3,5-Difluorophenyl)acetyl]-L-alanyl-2-phenyl]glycine-1,1-dimethylethylester
  • SC-201315
  • (2S)-N-[N-(3,5-Difluorophenacetyl)-L-alanyl]-2-phenylglycine tert-butyl ester
  • DAPT (enzyme inhibitor)
  • GSI-IX
  • DAPT (GSI-IX)
  • γ-Secretase Inhibitor IX
  • tert-butyl (2R)-[((2S)-2-{[(3,5-difluorophenyl)acetyl]aMino}propanoyl)aMino](phenyl)ethanoate
  • Glycine, N-[(3,5-difluorophenyl)acetyl]-L-alanyl-2-phenyl-,1,1-diMethylethyl ester, (2S)-
  • (S)-tert-butyl 2-((S)-2-(2-(3,5-difluorophenyl)acetamido)propanamido)-2-phenylacetate
  • 2S)-N-[N-(3,5-Difluorophenacetyl)-L-alanyl]-2-phenylglycine tert-butyl ester DAPT (enzyme inhibitor)
  • DAPT DAPT (enzyme inhibitor)
  • Synonyms GSI-IX
  • EZSolution DAPT
  • DAPT, >=98%
  • (3,5-Difluorophenylacetyl)-L-alanyl-L-2-phenylglycine tert-Butyl Ester
  • SC-201315 DAPT
  • tert-butyl (S)-2-((S)-2-(2-(3,5-difluorophenyl)acetamido)propanamido)-2-phenylacetate
  • Glycine, N-[2-(3,5-difluorophenyl)acetyl]-L-alanyl-2-phenyl-, 1,1-dimethylethyl ester, (2S)-
  • tert-butyl (2S)-2-[[(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoyl]amino]-2-phenylacetate
  • one of γ-Secretase inhibitor
  • N-(3-((3aS,7aS)-6-amino-3,3a,4,7a-tetrahydro-1H-thiopyrano[3,4-c]furan-7a-yl)-4-fluorophenyl)-5-fluoropicolinamide
  • DAPT, 98%, a γ-secretase inhibitor
  • N-[(3,5-Difluorophenyl)acetyl]-L-alanyl-2-phenyl]glycine-1,1-dimethylethyl ester(DAPT)
  • γ-Secretase Inhibitor DAPT
  • GSI-IX;GSI IX;LY-374973
  • DAPT DAPT
  • N-[2-(3,5-Difluorophenyl)acetyl]-L-alanyl-L-(2-phenyl)glycine tert-butyl ester
  • γ-Secretase Inhibitor DAPT
  • γ-Secretase Inhibitor DBZ
  • γ-Secretase Inhibitor IX
  • DAPT (GSI-IX, LY-374973)
  • N-[(3,5-Difluorophenyl)acetyl]-L-alanyl-2-phenyl]glycine-1,2-dimethylethyl ester(DAPT)
  • γ-Secretase Inhibitor IX DAPT
  • AN-37124
  • LY-374973|||GSI-IX
  • 208255-80-5
  • C23H26F2N2O4
  • C23H26O4N2F2
  • GSI-IX
  • Inhibitor
  • Angiogenesis and Metastasis
  • Protease inhibitor
  • Inhibitors