ChemicalBook > CAS DataBase List > (-)PPP

(-)PPP

Product Name
(-)PPP
CAS No.
477-47-4
Chemical Name
(-)PPP
Synonyms
(-)PPP;(-)PPP;AXL1717;AXL 1717;AXL-1717;NSC 36407;Metacavir;PICROPODOPHYLLIN;(-)PPP USP/EP/BP;Pictopodophyllotoxin
CBNumber
CB8708520
Molecular Formula
C22H22O8
Formula Weight
414.41
MOL File
477-47-4.mol
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(-)PPP Property

Melting point:
225-227℃
alpha 
D20 +9.4° (c = 0.7 in chloroform)
Boiling point:
453.31°C (rough estimate)
Density 
1.370
refractive index 
1.4480 (estimate)
storage temp. 
Sealed in dry,2-8°C
solubility 
H2O: soluble
form 
powder
pka
13.26±0.40(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 1 month.
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Safety

Hazard Codes 
Xi,T
Risk Statements 
36/37/38-68-25-21
Safety Statements 
26-36-45-36/37
RIDADR 
UN 3462 6.1/PG 2
WGK Germany 
3
RTECS 
LV2510000
HazardClass 
6.1
Toxicity
LD50 intraperitoneal in mouse: 280mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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
T9576
Product name
Picropodophyllotoxin
Purity
≥96% (HPLC), powder
Packaging
1mg
Price
$150
Updated
2024/03/01
Sigma-Aldrich
Product number
407247
Product name
IGF-1R Inhibitor, PPP
Packaging
1mg
Price
$172
Updated
2024/03/01
Sigma-Aldrich
Product number
659223
Product name
Poly(2,5-bis(3-sulfonatopropoxy)-1,4-phenylene, disodium salt-alt-1,4-phenylene)
Purity
light emitting, fluorescence λem?424?nm in H2O
Packaging
500MG
Price
$431
Updated
2023/06/20
Alfa Aesar
Product number
J65916
Product name
IGF-1R Inhibitor, PPP
Packaging
10mg
Price
$220
Updated
2023/06/20
Cayman Chemical
Product number
17329
Product name
Picropodophyllotoxin
Purity
≥98%
Packaging
1mg
Price
$44
Updated
2024/03/01
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(-)PPP Chemical Properties,Usage,Production

Description

Picropodophyllotoxin (477-47-4) is a potent and selective inhibitor of insulin-like growth factor 1 receptor (IGF1R) which is non-competitive with ATP.1?Displays no activity at IR, EGFR, FGFR or PDGFR. Inhibits IGF1R autophosphorylation IC50 ~ 1 nM.1?Displays antiproliferative activity in numerous tumor cell lines, IC50 = 0.05 – 15 μM.2 Exhibits antiangiogenic activity.3?Picropodophyllotoxin attenuates intimal hyperplasia after vascular injury.4?Active in vivo.

Uses

Insulin growth factor 1 receptor inhibitor, antineoplastic

Uses

Picropodophyllotoxin is an insulin-like growth factor-I (IGF-I) receptor kinase inhibitor

Definition

ChEBI: An organic heterotetracyclic compound that has a furonaphthodioxole skeleton bearing 3,4,5-trimethoxyphenyl and hydroxy substituents.

General Description

Poly(2,5-bis(3-sulfonatopropoxy)-1,4-phenylene, disodium salt-alt-1,4-phenylene) (PPP-OPSO3) is a water soluble conjugating polymer that can be used as a donor molecule. It has a poly(p-phenylene) skeleton with each repeating unit having two phenylene groups. It can be used for a variety of optoelectronic applications.

Biological Activity

Orally active insulin-like growth factor 1 receptor (IGF1R) inhibitor that exhibits no activity at the insulin receptor, FGFR, PDGFR or EGFR. Inhibits IGF1R autophosphorylation (IC 50 ~ 1 nM), increases the fraction of cells in the G 2 /M phase and upregulates apoptosis. Exhibits antiproliferative effects in multiple cancer cell lines (IC 50 = 0.05 - 15 μ M), and has anticancer and antineovascularization activity in vivo .

Biochem/physiol Actions

Picropodophyllotoxin (PPP), an epimer of podophyllotoxin (PPT), has been reported to target insulin-like growth factor-I receptor (IGF-IR) and mediate anticancer functions. However, a study in 2007, has reported that PPP can induce G2-M cell cycle arrest even in IGF-IR deficient cells. Hence, the role of PPP in IGF-IR-mediated anticancer functions is debatable.

storage

Store at +4°C

References

1) Girnita et al. (2004), Cyclolignans as inhibitors of the insulin-like growth factor-1 receptor and malignant cell growth; Cancer Res., 64 236 2) Girnita et al. (2006), The insulin-like growth factor-I receptor inhibitor picropodophyllin causes tumor regression and attenuates mechanisms involved in invasion of iveal melanoma cells; Clin. Cancer Res., 12 1383 3) Menu et al. (2007), Targeting the IGF-1R using picropodophyllin in therapeutical 5T2MM mouse model of multiple myeloma: beneficial effects on tumor growth, angiogenesis, bone disease and survival; Int. J. Cancer, 121 1857 4) Razuvaev et al. (2007), The cyclolignan picropodophyllin attenuates intimal hyperplasia after rat carotid balloon injury by blocking insulin-like growth factor-1 receptor signaling; J. Vasc. Surg., 46 108

(-)PPP Preparation Products And Raw materials

Raw materials

Preparation Products

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(-)PPP Suppliers

China 128 India 2 Switzerland 1 United Kingdom 2 United States 17 Global 150
VDM Biochemicals
Tel
0330-2528181
Fax
0330-2528171
Email
sales@vdmbio.com
Country
United States
ProdList
510
Advantage
64
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4863
Advantage
58
AdooQ BioScience, LLC
Tel
+1 (866) 930-6790
Fax
+1 (866) 333-9607
Email
info@adooq.com
Country
United States
ProdList
2784
Advantage
58
Alfa Chemistry
Tel
1-516-6625404
Fax
1-516-927-0118
Email
support@alfa-chemistry.com
Country
United States
ProdList
9171
Advantage
60
Musechem
Tel
+1-800-259-7612
Fax
+1-800-259-7612
Email
info@musechem.com
Country
United States
ProdList
4662
Advantage
60
InvivoChem
Tel
+1-708-310-1919 +1-13798911105
Fax
708-557-7486
Email
sales@invivochem.cn
Country
United States
ProdList
6393
Advantage
58
Aladdin Scientific
Tel
+1-833-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57511
Advantage
58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354
Email
support@targetmol.com
Country
United States
ProdList
19973
Advantage
58
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View Lastest Price from (-)PPP manufacturers

Shanghai Affida new material science and technology center
Product
Picropodophyllotoxin 477-47-4
Price
US $0.00/KG
Min. Order
1KG
Purity
99
Supply Ability
10 tons
Release date
2024-04-23
Career Henan Chemical Co
Product
(-)PPP 477-47-4
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
200kg
Release date
2019-12-30

477-47-4, (-)PPPRelated Search:

EUDESMINE (-)-Syringaresnol-4-O-β-D-apiofuranosyl-(1→2)-β-D-glucopyranoside 28-deMethyl -β-aMyrone Gomisin M2 Benzoylgomisin O Hydroxy(2-naphthyl)Methanephosphonic Acid ETHYL 3-(3,4,5-TRIMETHOXYPHENYL)PROPIONATE (-)PPP 3-(3,4,5-TRIMETHOXYPHENYL)PROPIONIC ACID Anwuligan 2-Methyl-3-[(3,4-methylenedioxy)phenyl]propionic acid, 98% Masoprocol 1,2,3,4-TETRAHYDRO-2-NAPHTHOIC ACID 7-HYDROXY-1,2,3,4-TETRAHYDRO-NAPHTHALENE-2-CARBOXYLIC ACID 6-METHOXY-1,2,3,4-TETRAHYDRO-NAPHTHALENE-2-CARBOXYLIC ACID 2-NAPHTHALENECARBOXYLIC ACID, 1,2,3,4-TETRAHYDRO-6-HYDROXY- 7-METHOXY-1,2,3,4-TETRAHYDRO-NAPHTHALENE-2-CARBOXYLIC ACID 6-METHOXY-1,2,3,4-TETRAHYDRO-NAPHTHALENE-2-CARBALDEHYDE

  • PICROPODOPHYLLIN
  • (-)PPP
  • POLY(2,5-BIS(3-SULFONATOPROPOXY)-1,4-PHENYLENE, DISODIUM SALT-ALT-1,4-PHENYLENE)
  • NSC 36407, Picropodophyllin, PPP, (5R,5aS,8aR,9R)-9-Hydroxy-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)furo[3μ,4μ:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one
  • (5R,5aS,8aR,9R)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one
  • IGF-1R Inhibitor, PPP
  • (5R,5aS,8aR,9R)-9-Hydroxy-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)fur[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one
  • NSC 36407
  • Pictopodophyllotoxin
  • IGF-1R Inhibitor, PPP - CAS 477-47-4 - Calbiochem
  • AXL 1717
  • AXL1717
  • AXL-1717
  • (5R,5aS,8aR,9R)-9-Hydroxy-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one
  • Picropodophyllotoxin, >=98%
  • Metacavir
  • AXL1717 (Picropodophyllotoxin)
  • Picropodophyllin (AXL1717)
  • Podophyllotoxin 5a-Epimer
  • Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-, (5R,5aS,8aR,9R)-
  • (-)PPP USP/EP/BP
  • Picropodophyllin (Picropodophyllotoxin, AXL-1717 or PPP)
  • (5R,5aS,9R)-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-te...
  • (5R,5aS,8aR,9R)-9-Hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one
  • (-)PPP
  • Bitter Podophyllotoxin
  • (5R,5aS,8aR,9R)-9-Hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one
  • 477-47-4
  • Insulin-like Growth Factor-1 Receptor Inhibitor
  • Picropodophyllin