ChemicalBook > CAS DataBase List > 1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Product Name
1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
CAS No.
1092788-83-4
Chemical Name
1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
Synonyms
PP 121;CS-431;PP121;PP-121;PP121 >=98% (HPLC);PTK/PI 3-K/mTOR Inhibitor, PP121;PP-121 PTK PI 3-K mTOR Inhibitor PP121;4-(Pyridin-3-yl) pyriMidin-2-aMine IMatinib;PTK/PI 3-K/mTOR Inhibitor, PP121 - CAS 1092788-83-4 - Calbiochem;1-cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)pyrazolo[3,4-d]pyrimidin-4-amine;1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
CBNumber
CB42509990
Molecular Formula
C17H17N7
Formula Weight
319.36
MOL File
1092788-83-4.mol
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1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine Property

Density 
1.63
storage temp. 
2-8°C
solubility 
DMSO: >10mg/mL
form 
White solid
pka
12.79±0.40(Predicted)
color 
off-white
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Safety

Hazard Codes 
Xn
Risk Statements 
22
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
1
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

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

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P0036
Product name
PP121
Purity
≥98% (HPLC)
Packaging
5mg
Price
$211
Updated
2024/03/01
Sigma-Aldrich
Product number
529584
Product name
PTK/PI 3-K/mTOR Inhibitor, PP121
Packaging
5mg
Price
$187
Updated
2024/03/01
Cayman Chemical
Product number
21196
Product name
PP121
Purity
≥98%
Packaging
5mg
Price
$81
Updated
2024/03/01
Cayman Chemical
Product number
21196
Product name
PP121
Purity
≥98%
Packaging
10mg
Price
$130
Updated
2024/03/01
Sigma-Aldrich
Product number
P0036
Product name
PP121
Purity
≥98% (HPLC)
Packaging
25mg
Price
$746
Updated
2022/05/15
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1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine Chemical Properties,Usage,Production

Uses

PP-121 is a multi-target inhibitor of PDGFR, Hck, mTOR, VEGFR2, Src and Abl with IC50 of 2 nM, 8 nM, 10 nM, 12 nM, 14 nM and 18 nM, respectively, and also inhibits DNA-PK with IC50 of 60 nM.

Definition

ChEBI: PP121 is a pyrazolopyrimidine that is 1H-pyrazolo[3,4-d]pyrimidine which is substituted by a cyclopentyl, 1H-pyrrolo[2,3-b]pyridin-5-yl, and amino groups at positions 1, 3 and 4, respectively. It is a dual inhibitor of tyrosine and phosphoinositide kinases and exhibits anti-cancer properties. It has a role as an EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor, a tyrosine kinase inhibitor and an antineoplastic agent. It is a pyrazolopyrimidine, a pyrrolopyridine, a member of cyclopentanes and an aromatic amine.

General Description

A cell-permeable pyrazolopyrimidine compound that effectively targets the ATP pocket of both protein tyrosine kinases (IC50<0.26 M against Abl, EGFR, EphB4, Hck, PDGFR, RET, Src, SrcT338I, and VEGFR2) and PI 3-K family kinases (IC50<1.4 M against p110α/ β/ δ/ γ, mTOR, and DNA-PK). PP121 is less effective against ser/thr kinases and exhibits significant inhibition of only 14 ser/thr kinases (≥70% inhibition with 1 M inhibitor and 10 M ATP) in a 219 kinase panel screening. Individually targeting Ret by sorafenib (IC50 = 780 nM) or PI 3-K/mTOR pathway by PI-103 (IC50 = 800 nM) is shown to be less effective than PP121 treatment (IC50 = 50 nM) in inhibiting the proliferation of Ret C634W-expressing TT thyroid carcinoma cultures.

Biological Activity

pp121 is a dual inhibitor of tyrosine and phosphoinositide kinases [1].pp121 is found to inhibit both tyrosine kinases and pi3-ks but not serine-threonine kinases. it potently inhibits p110α, p110β, p110γ, p110δ, dna-pk and mtor with ic50 values of 52nm, 1.4μm, 1.1μm, 150nm, 60nm and 10nm, respectively. for the tyrosine kinases, pp121 shows inhibition with ic50 values of 21nm, 4nm, 10nm,55nm, 550nm, 220nm and <1nm for ab1, hck, src, vegfr2, egfr, ephb4 and pdgfr, respectively [1].in cells, pp121 can reverse v-src mediated cellular transformation and restore actin stress fiber staining. pp121 also potently inhibits the mutant ret kinase with ic50 value less than 1nm in thyroid tumors34. furthermore, pp121 is found to evade drug resistance through redundantly targeting bcr-abl mediated cell survival and pi3-k/mtor mediated cell proliferation [1].

Biochem/physiol Actions

PP121 is a dual inhibitor of tyrosine and phosphoinositide kinases. PP121 is the first inhibitor active on both Tyrosine kinases and the phosphatidylinositol-3-OH kinase (PI(3)K) family. The inhibitor is not effecting other serine-threonine protein kinases.

storage

Store at -20°C

References

[1] apsel b, blair j a, gonzalez b, et al. targeted polypharmacology: discovery of dual inhibitors of tyrosine and phosphoinositide kinases. nature chemical biology, 2008, 4(11): 691-699.

1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine Preparation Products And Raw materials

Raw materials

Preparation Products

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1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine Suppliers

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View Lastest Price from 1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine manufacturers

Career Henan Chemical Co
Product
1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 1092788-83-4
Price
US $2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-23

1092788-83-4, 1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amineRelated Search:

Isoliquiritigenin MK8745 Linifanib (ABT-869) SNS-032 PD184352 (CI-1040) AT9283

  • 1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
  • PP 121
  • 4-(Pyridin-3-yl) pyriMidin-2-aMine IMatinib
  • 1-cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)pyrazolo[3,4-d]pyrimidin-4-amine
  • CS-431
  • PTK/PI 3-K/mTOR Inhibitor, PP121 - CAS 1092788-83-4 - Calbiochem
  • 1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine PP 121
  • PP121;PP-121
  • PTK/PI 3-K/mTOR Inhibitor, PP121
  • 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 1-cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-
  • PP121 >=98% (HPLC)
  • 1-Cyclopentyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine USP/EP/BP
  • PP-121 PTK PI 3-K mTOR Inhibitor PP121
  • PP-121,Src,Platelet-derived growth factor receptor,mTOR,PDGFR,PP 121,VEGFR,inhibit,Apoptosis,PP121,Inhibitor,Mammalian target of Rapamycin,Vascular endothelial growth factor receptor
  • 1092788-83-4
  • Inhibitors