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 135 India 2 Switzerland 1 United Kingdom 2 United States 18 Global 158
Shaanxi xintianyu Biotechnology Co., Ltd.
Tel
17749282610
Fax
029-32562222
Email
3002817800@qq.com
Country
China
ProdList
981
Advantage
58
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
Advantage
55
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
VDM Biochemicals
Tel
0330-2528181
Fax
0330-2528171
Email
sales@vdmbio.com
Country
United States
ProdList
510
Advantage
64
Sichuan Kulinan Technology Co., Ltd
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11707
Advantage
57
SembCorp Shenzhenshibai a Biotechnology Co., Ltd
Tel
13412890622
Fax
0755-26737815/26017435-600
Country
China
ProdList
23
Advantage
55
Chengdu Biopurify Phytochemicals Ltd.
Tel
+86-028-82633397 18982077548
Fax
+86-28-82633165
Email
cwb1@biopurify.cn
Country
China
ProdList
2376
Advantage
60
Nanjing Spring & Autumn Biological Engineering Co., Ltd.
Tel
025-84430028 13815430202
Email
sale02@cqherb.com
Country
China
ProdList
281
Advantage
59
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7552
Advantage
61
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-400-6206333 18521732826
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25003
Advantage
65
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View Lastest Price from (-)PPP manufacturers

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