3-AP

Product Name: 3-AP
CAS No.: 143621-35-6
Chemical Name: 3-AP
Synonyms: 3-AP;Pan811;3-Apct;Pan-811;Pan 811;C078157;OCX 191;CS-2006;Triapine;OCX 0191
CBNumber: CB01314063
Molecular Formula: C7H9N5S
Formula Weight: 195.24
MOL File: 143621-35-6.mol

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3-AP Property

Melting point:: 234 °C
Boiling point:: 436.0±55.0 °C(Predicted)
Density: 1.46±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMSO: soluble10Meq/mL, clear
pka: 10.93±0.70(Predicted)
form: powder
color: white to light brown
CAS DataBase Reference: 143621-35-6

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Safety

Hazard Codes: Xn
Risk Statements: 22-36/37/38
Safety Statements: 26
RIDADR: UN 2811 6.1 / PGIII
WGK Germany: 3
HS Code: 2933.39.6190
Toxicity: LDLo ivn-rat: 20 mg/kg IJTOFN 19,85,2000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML0568
Product name: 3-AP
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $92.2
Updated: 2024/03/01

Sigma-Aldrich

Product number: SML0568
Product name: 3-AP
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $372
Updated: 2024/03/01

TCI Chemical

Product number: A3132
Product name: 2-[(3-Aminopyridin-2-yl)methylene]hydrazinecarbothioamide
Packaging: 25MG
Price: $226
Updated: 2024/03/01

TCI Chemical

Product number: A3132
Product name: 2-[(3-Aminopyridin-2-yl)methylene]hydrazinecarbothioamide
Packaging: 100MG
Price: $676
Updated: 2024/03/01

Cayman Chemical

Product number: 15419
Product name: 3-AP
Purity: ≥95%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

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3-AP Chemical Properties,Usage,Production

Uses

Ribonucleotide reductase, the rate-limiting enzyme for de novo DNA synthesis, is an excellent target for chemotherapy. Its increased activity in cancer cells is associated with malignant transformation and proliferation. 3-AP is a ribonucleotide reductase inhibitor and iron chelator with antitumor activity. At 5 μM it can enhance DU145, U251, and PSN1 tumor cell radiosensitivity in vitro, inhibiting DNA synthesis and repair. It destroys the tyrosine free radical in the R2/p53R2 subunits of ribonucleotide reductase by forming a redox active complex with iron, thus producing reactive oxygen species. Furthermore, 3-AP has been shown to activate an endoplasmic reticulum stress pathway, leading to the unfolded protein response and apoptosis.[Cayman Chemical]

Hazard

A poison.

Biological Activity

3-AP (PAN-811) is a M2 subunit inhibitor of ribonucleotide reductase (RR) and a potent radiosensitizer.

Biochem/physiol Actions

3-aminopyridine carboxaldehyde thiosemicarbazone (3-AP) has a IC50 value of 0.3μM. It exhibits anti-proliferative activity in preclinical models of cancer, such as lung cancer. It also has an ability to increase the cytotoxicity, intracellular uptake and DNA incorporation of gemcitabine in vitro.

Safety Profile

A poison by intravenous route. When heated to decomposition it emits toxic vapors of NOx, and SOx,.

in vitro

3-AP (Triapine) is a potent derivative of α-heterocyclic carboxaldehyde thiosemicarbazone (HCT) that inhibits hRRM2 and p53R2 isoforms of the M2 subunit. 3-AP (Triapine) is thought to inhibit ribonucleotide reductase through its preformed iron chelate, rather than directly by removing iron from the active site. In cells containing less topoisomerase IIα fewer DNA strand breaks will be produced, and thus topoisomerase II poisons will be less inhibitory in the K/VP.5 cell line. The IC 50 s for Dp44mT growth inhibition are 48±9 nM and 60±12 nM, for K562 and K/VP.5 cells, respectively. The IC 50 s for 3-AP growth inhibition are 476±39 nM and 661±69 nM for K562 and K/VP.5 cells, respectively. PKIH and DpT Fe chelators show high antiproliferative activity against a range of tumor cell lines. Dp44mT shows the greatest antitumor efficacy with an IC 50 that ranged from 0.005 to 0.4 μM. The average IC 50 of Dp44mT over 28 cell types is 0.03±0.01 μM, which is significantly lower than that of 3-AP (Triapine; average IC 50 : 1.41±0.37 μM).

in vivo

3-AP (Triapine) causes a significant increase (1.7-fold) in splenic weight when expressed as a percentage of total body weight (1.02±0.06%; n=25) compared with control mice (0.6±0.03%; n=27). In the long-term group, a significant increase in heart weight is observed after Dp44mT (0.4 mg/kg per day) (0.8±0.06%; n=4) compared with control mice (0.5±0.01%; n=6). A significant decrease in the expression of Ndrg1, TfR1, and VEGF1 in the liver is noted for Dp44mT- and 3-AP (12 mg/kg per day)-treated animals. The decreased expression could be related to the increased liver Fe in both Dp44mT- and 3-AP-treated mice.

storage

Store at +4°C

3-AP Preparation Products And Raw materials

Raw materials

Preparation Products

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3-AP Suppliers

Americas 1 China 87 Europe 1 France 1 India 2 Japan 1 South Korea 1 Switzerland 1 United Kingdom 1 United States 12 Global 108

Shanghai Boyle Chemical Co., Ltd.

Tel
Fax: 86-21-57758967
Email: sales@boylechem.com
Country: China
ProdList: 2922
Advantage: 55

Chembest Research Laboratories Limited

Tel: +86-21-20908456
Fax: 021-58180499
Email: sales@BioChemBest.com
Country: China
ProdList: 6005
Advantage: 61

Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.

Tel: 025-66099280 17798518460
Fax: (1)02557626880
Email: cfzhang@aikonchem.com
Country: China
ProdList: 19915
Advantage: 55

Haoyuan Chemexpress Co., Ltd.

Tel: 021-58950125
Fax: (86) 21-58955996
Email: info@chemexpress.com
Country: China
ProdList: 7552
Advantage: 61

TOKYO CHEMICAL INDUSTRY CO., LTD.

Tel: 03-36680489
Fax: 03-3668-0520
Email: Sales-JP@TCIchemicals.com
Country: Japan
ProdList: 28387
Advantage: 80

TCI Europe

Tel: 320-37350700
Fax: +32 (0)37350701
Email: sales@tcieurope.eu
Country: Europe
ProdList: 23671
Advantage: 75

TCI AMERICA

Tel: 800-4238616
Fax: +1-888-520-1075 / +1-503-283-1987
Email: sales@tciamerica.com
Country: Americas
ProdList: 23653
Advantage: 75

Shanghai Hekang Biotechnology Co., Ltd.

Tel: 18939837085
Fax: 2880152141(QQ)
Email: youchemicals@gmail.com
Country: China
ProdList: 1830
Advantage: 55

Bide Pharmatech Ltd.

Tel: 400-164-7117 13681763483
Fax: +86-21-61629029
Email: product02@bidepharm.com
Country: China
ProdList: 41462
Advantage: 60

Shanghai Qinghang Chemical Co. Ltd.

Tel: 021-50840321, 18601625411
Fax: 021-50840321
Email: thomasleehz@hotmail.com
Country: China
ProdList: 216
Advantage: 50

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View Lastest Price from 3-AP manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: 3-aminopyridine-2-carboxaldehyde thiosemicarbazone 143621-35-6
Price: US $1.10/g
Min. Order: 1g
Purity: 99.0% min
Supply Ability: 100 tons min
Release date: 2021-04-30

Career Henan Chemical Co

Product: 3-aminopyridine-2-carboxaldehyde thiosemicarbazone 143621-35-6
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 100KG
Release date: 2019-12-18

143621-35-6, 3-AP Related Search:

3-amino-4-methylpyridine-2-carboxaldehyde thiosemicarbazone 3-AP 2-Formylpyridine thiosemicarbazone

3-Apct

C078157

Pan 811

Pan811

Pan-811

Triapine

2-((3-AMinopyridin-2-yl)Methylene)hydrazinecarbothioaMide

NSC 663249

OCX 0191

OCX 191

Triapine (NSC-663249,PAN-811)

Triapine(3-AP,NSC 663249)

TRIAPINE;OCX-0191

Triapine(NSC663249

CS-2006

Triapine, 3-AP

TRIAPINE;NSC663249;3-AP;NSC 663249;NSC-663249;3AP;3 AP

Hydrazinecarbothioamide, 2-[(3-amino-2-pyridinyl)methylene]-

3-aminopyridine-2-carboxaldehyde thiosemicarbazone ISO 9001：2015 REACH

Triapine (PAN-811

(Z)-(3-aminopyridin-2-yl)methylideneamino]thiourea

3-AP

2-((3-Aminopyridin-2-yl)methylene)hydrazine-1-carbothioamide

143621-35-6

Inhibitors

API