(-)PPP

ChemicalBook > CAS DataBase List > (-)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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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