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ALX-270-386
Revised 24-Feb-05
Aloisine
SYNONYMS
RP106
7-
n
-Butyl-6-(4-methoxyphenyl)[5
H
]pyrrolo[2,3-
b
]pyrazine
PRODUCT LINE
Cell Cycle
PRODUCT CATEGORY
CDK & Cyclin Inhibitors
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ALX-270-386-M001
1 mg
25.00 USD
Product Specification
FORMULA:
C
17
H
19
N
3
O
MW:
281.4
PURITY:
≥95%
APPEARANCE:
Off-white solid.
SOLUBILITY:
Soluble in DMSO or methanol.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
HANDLING:
Protect from light. Packaged under inert gas.
Product Description
Potent, cell permeable, selective ATP-competitive inhibitor of CDK1/cyclin B (IC
50
=700nM), CDK5/p25 (IC
50
=1.5µM), and GSK-3 (IC
50
=920nM).
Product Specific Literature References
Aloisines, a new family of CDK/GSK-3 inhibitors. SAR study, crystal structure in complex with CDK2, enzyme selectivity, and cellular effects
:
Y. Mettey, et al.; J. Med. Chem.
46
, 222 (2003)
Abstract
Further Categories Containing This Product:
Cell Cycle Blockers & Inhibitors / Related Products
•
GSK-3 Inhibitors
ALX-270-385
Revised 17-Jul-07
Aloisine A
SYNONYMS
RP107
7-
n
-Butyl-6-(4-hydroxyphenyl)[5
H
]pyrrolo[2,3-
b
]pyrazine
PRODUCT LINE
Cell Cycle
PRODUCT CATEGORY
CDK & Cyclin Inhibitors
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ALX-270-385-M001
1 mg
30.00 USD
Product Specification
FORMULA:
C
16
H
17
N
3
O
MW:
267.3
PURITY:
≥95%
APPEARANCE:
Yellow solid.
SOLUBILITY:
Soluble in DMSO.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
HANDLING:
Protect from light. Packaged under inert gas.
Product Description
Cell permeable, potent, selective, reversible and ATP-competitive inhibitor of CDK1/cyclin B (IC
50
=150nM), CDK2/cyclin A (IC
50
=120nM), CDK2/cyclin E (IC
50
=400nM), CDK5/p25
(IC
50
=200nM), CDK5/p35 (IC
50
=160nM) and GSK-3α (IC
50
=500nM). Also inhibits GSK-3β (IC
50
=650nM) and c-Jun N-terminal kinase (JNK) (IC
50
~3-10µM). Poor inhibitor of CK1, CK2, CDK4/cyclin D1, MAPKK, PKA, PKG, PKCs and c-raf (IC
50
≥100µM). Blocks cell cycle in both G1 and G2 phase.
Product Specific Literature References
Aloisines, a new family of CDK/GSK-3 inhibitors. SAR study, crystal structure in complex with CDK2, enzyme selectivity, and cellular effects
:
Y. Mettey, et al.; J. Med. Chem.
46
, 222 (2003)
Abstract
Further Categories Containing This Product:
Cell Cycle Blockers & Inhibitors / Related Products
•
GSK-3 Inhibitors
•
JNK [SAPK1] / Related Products
ALX-270-275
Revised 07-Dec-07
Alsterpaullone
SYNONYMS
9-Nitro-7,12-dihydroindolo-[3,2-d][1]benzazepin-6(5
H
)-one
PRODUCT LINE
Cell Cycle
PRODUCT CATEGORY
CDK & Cyclin Inhibitors
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ALX-270-275-M001
1 mg
60.00 USD
ALX-270-275-M005
5 mg
270.00 USD
Product Specification
FORMULA:
C
16
H
11
N
3
O
3
MW:
293.3
CAS NUMBER:
237430-03-4
PURITY:
≥95% (HPLC)
APPEARANCE:
Yellow to brown powder.
SOLUBILITY:
Soluble in DMSO; insoluble in water or 100% ethanol.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
IDENTITY:
Identity determined by IR,
1
H-NMR and
13
C-NMR.
Product Description
Potent inhibitor of CDK1/cyclin B (IC
50
=35nM). Potent and selective inhibitor of CDK2/cyclin A, CDK2/cyclin E (IC
50
=200nM), CDK5/p25 (IC
50
=40nM), CDK5/p35 (IC
50
=40nM) and GSK-3β . Induces apoptosis by activation of caspase-8 and caspase-9 followed by disruption of the mitochondrial potential.
Licensed from NCI.
Product Specific Literature References
ATP-site directed inhibitors of cyclin-dependent kinases
:
N. Gray, et al.; Curr. Med. Chem.
6
, 859 (1999)
Abstract
Fused azepinones with antitumor activity:
C. Kunick; Curr. Pharm. Des.
5
, 181 (1999), (Review)
Abstract
Paullones, a series of cyclin-dependent kinase inhibitors: synthesis, evaluation of CDK1/cyclin B inhibition, and in vitro antitumor activity:
C. Schultz, et al.; J. Med. Chem.
42
, 2909 (1999)
Abstract
Discovery and initial characterization of the paullones, a novel class of small-molecule inhibitors of cyclin-dependent kinases
:
D.W. Zaharevitz, et al.; Cancer Res.
59
, 2566 (1999)
Abstract
2-Substituted paullones: CDK1/cyclin B-inhibiting property and in vitro antiproliferative activity
:
C. Kunick, et al.; Bioorg. Med. Chem. Lett.
10
, 567 (2000)
Abstract
Paullones are potent inhibitors of glycogen synthase kinase-3beta and cyclin-dependent kinase 5/p25
:
M. Leost, et al.; Eur. J. Biochem.
267
, 5983 (2000)
Abstract
Inhibition of CDKs as a therapeutic modality
:
E.A. Sausville, et al.; Ann. NY Acad. Sci.
910
, 207 (2000)
Abstract
A novel, extraneuronal role for cyclin-dependent protein kinase 5 (CDK5): modulation of cAMP-induced apoptosis in rat leukemia cells
:
T. Sandal, et al.; J. Biol. Chem.
277
, 20783 (2002)
Abstract
;
Full Text
Intracellular Targets of Paullones. Identification following affinity purification on immobilized inhibitor
:
M. Knockaert, et al.; J. Biol. Chem.
277
, 25493 (2002)
Abstract
;
Full Text
Alsterpaullone, a novel cyclin-dependent kinase inhibitor, induces apoptosis by activation of caspase-9 due to perturbation in mitochondrial membrane potential
:
T. Lahusen, et al.; Mol Carcinog
36
, 183 (2003)
Abstract
The specificities of protein kinase inhibitors: an update
:
J. Bain, et al.; Biochem. J.
371
, 199 (2003)
Abstract
Further Categories Containing This Product:
GSK-3 Inhibitors
•
Apoptosis Inducers & Inhibitors Other Products
ALX-270-249
Revised 28-Jul-05
Aminopurvalanol A
SYNONYMS
(2R)-2-((6-((3-Amino-5-chlorophenyl)amino)-9-(1-methylethyl)-
9H-purin-2-yl)amino)-3-methyl-1-butanol
NG-97
PRODUCT LINE
Cell Cycle
PRODUCT CATEGORY
CDK & Cyclin Inhibitors
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ALX-270-249-M001
1 mg
45.00 USD
ALX-270-249-M005
5 mg
135.00 USD
Product Specification
FORMULA:
C
19
H
26
N
7
OCl
MW:
403.9
CAS NUMBER:
220792-57-4
PURITY:
≥97% (
1
H-NMR)
APPEARANCE:
White to brownish solid.
SOLUBILITY:
Soluble in DMSO or methanol.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
HANDLING:
Protect from light. Packaged under inert gas.
HAZARD:
IRRITANT.
Product Description
Cell permeable, reversible and competitive inhibitor of CDK1/cyclin B (IC
50
=33nM), CDK2/cyclin A (IC
50
=33nM), CDK2/cyclin E (IC
50
=28nM) and CDK5/p35 (IC
50
=20nM).
Product Specific Literature References
Synthesis and application of functionally diverse 2,6,9-trisubstituted purine libraries as CDK inhibitors:
Y.T. Chang, et al.; Chem. Biol.
6
, 361 (1999)
Abstract
A cyclin-dependent kinase inhibitor inducing cancer cell differentiation: biochemical identification using Xenopus egg extracts:
G.R. Rosania, et al.; PNAS
96
, 4797 (1999)
Abstract
;
Full Text
M-phase regulation of the recruitment of mRNAs onto polysomes using the CDK1/cyclin B inhibitor aminopurvalanol:
M. Le Breton, et al.; BBRC
306
, 880 (2003)
Abstract
ALX-270-387
Revised 18-Jul-07
3-Amino-1H-pyrazolo[3,4-b]quinoxaline
PRODUCT LINE
Cell Cycle
PRODUCT CATEGORY
CDK & Cyclin Inhibitors
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ALX-270-387-M001
1 mg
40.00 USD
ALX-270-387-M005
5 mg
160.00 USD
Product Specification
FORMULA:
C
9
H
7
N
5
MW:
185.2
CAS NUMBER:
40254-90-8
PURITY:
≥98% (HPLC)
APPEARANCE:
Red solid.
SOLUBILITY:
Soluble in DMSO.
SHIPPING:
SHIPPED ON BLUE ICE
LONG TERM STORAGE:
+4°C
HANDLING:
Protect from light. Packaged under inert gas.
Product Description
Selective inhibitor of CDK1/cyclin B (IC
50
=600nM), CDK5/p25 (IC
50
=400nM) and GSK-3β (IC
50
=1µM). Does not inhibit Cdc25 phosphatase activity (IC
50
>10µM).
Product Specific Literature References
Pyrazolo[3,4-b]quinoxalines. A new class of cyclin-dependent kinases inhibitors
:
M.A. Ortega, et al.; Bioorg. Med. Chem.
10
, 2177 (2002)
Abstract
Further Categories Containing This Product:
GSK-3 Inhibitors
ALX-350-375
Revised 22-Jul-08
Arcyriaflavin A
PRODUCT LINE
Cell Cycle
PRODUCT CATEGORY
CDK & Cyclin Inhibitors
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ALX-350-375-M001
1 mg
160.00 USD
Product Specification
FORMULA:
C
20
H
11
N
3
O
2
MW:
325.3
CAS NUMBER:
118458-54-1
SOURCE/HOST:
Synthetic. Originally isolated from the marine ascidian
Eudistoma
sp.
PURITY:
≥95% (HPLC)
APPEARANCE:
Orange to red solid.
SOLUBILITY:
Soluble in DMSO (50mg/ml).
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
USE/STABILITY:
Stock solutions are stable for up to 3 months at -20°C.
HANDLING:
After reconstitution, prepare aliquots and store at -20°C. Protect from light. Packaged under inert gas.
Product Description
Potent inhibitor of CDK4 / cyclin D1 (IC
50
= 59nM). Inhibits human cytomegalovirus (HCMV) replication in cell culture (IC
50
= 200nM).
Product Specific Literature References
Staurosporine aglycone (K252-c) and arcyriaflavin A from the marine ascidian, Eudistoma sp:
P.A. Horton, et al.; Experientia
50
, 843 (1994)
Abstract
Indolocarbazoles: potent, selective inhibitors of human cytomegalovirus replication:
M.J. Slater, et al.; Bioorg. Med. Chem.
7
, 1067 (1999)
Abstract
Aryl[a]pyrrolo[3,4-c]carbazoles as selective cyclin D1-CDK4 inhibitors:
C. Sanchez-Martinez, et al.; Bioorg. Med. Chem. Lett.
13
, 3835 (2003)
Abstract
Synthesis of quinolinyl/isoquinolinyl[a]pyrrolo [3,4-c] carbazoles as cyclin D1/CDK4 inhibitors:
G. Zhu, et al.; Bioorg. Med. Chem. Lett.
13
, 1231 (2003)
Abstract
Two indolocarbazole alkaloids with apoptosis activity from a marine-derived actinomycete Z(2)039-2:
R. Liu, et al.; Arch. Pharm. Res.
30
, 270 (2007)
Abstract
Further Categories Containing This Product:
Natural Products for Cell Cycle Research
•
Antiviral Agents Other Products
ALX-350-273
Revised 03-Apr-08
3-ATA
SYNONYMS
3-Amino-9-thio(10
H
)-acridone
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products for Cell Cycle Research
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ALX-350-273-M001
1 mg
60.00 USD
ALX-350-273-M005
5 mg
240.00 USD
Product Specification
FORMULA:
C
13
H
10
N
2
S
MW:
226.3
CAS NUMBER:
12982-10-85
PURITY:
≥95%
APPEARANCE:
White solid powder.
SOLUBILITY:
Soluble in DMSO or dimethyl formamide.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+20°C
Product Description
Specific CDK4 inhibitor (IC
50
=3.1µM) inducing growth inhibition of p16-altered tumors.
Product Specific Literature References
The p16 status of tumor cell lines identifies small molecule inhibitors specific for cyclin-dependent kinase 4:
A. Kubo, et al.; Clin. Cancer Res.
5
, 4279 (1999)
Abstract
3-Amino thioacridone, a selective cyclin-dependent kinase 4 inhibitor, attenuates kainic acid-induced apoptosis in neurons:
E. Verdaguer, et al.; Neuroscience
120
, 599 (2003)
Abstract
Further Categories Containing This Product:
CDK & Cyclin Inhibitors
ALX-270-388
Revised 18-Jul-07
Benfluorene
SYNONYMS
Ethyl-(6-hydroxy-4-phenylbenzo[4,5]furo[2,3-
b
])pyridine-3-carboxylate
1-Aza-9-oxafluorene 5a
PRODUCT LINE
Cell Cycle
PRODUCT CATEGORY
CDK & Cyclin Inhibitors
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ALX-270-388-M001
1 mg
70.00 USD
ALX-270-388-M005
5 mg
280.00 USD
Product Specification
FORMULA:
C
20
H
15
NO
4
MW:
333.3
PURITY:
≥95% (HPLC)
APPEARANCE:
Brownish powder.
SOLUBILITY:
Soluble in DMSO or 100% ethanol. Insoluble in water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
Product Description
Selective inhibitor of CDK1 (IC
50
=28.8µM) with P-glycoprotein-modulating properties (inhibitory activity ratio 9.5 at 7µM). Weakly inhibits CDK5 (6% inhibition at 10µM) with no effect on CDK2 and CDK4 (IC
50
>100µM).
Product Specific Literature References
Evaluation of the first cytostatically active 1-aza-9-oxafluorenes as novel selective CDK1 inhibitors with P-glycoprotein modulating properties
:
K. Brachwitz, et al.; J. Med. Chem.
46
, 876 (2003)
Abstract
ALX-350-298
Revised 03-Apr-08
Betulinic acid (~95%)
SYNONYMS
3β-Hydroxy-20(29)-lupaene-28-oic acid
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products - Antitumor Reagents
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Format:
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ALX-350-298-M100
100 mg
55.00 USD
ALX-350-298-M500
500 mg
180.00 USD
ALX-350-298-G001
1 g
290.00 USD
Product Specification
FORMULA:
C
30
H
48
O
3
MW:
456.7
CAS NUMBER:
472-15-1
SOURCE/HOST:
Isolated from
Platanus acerifolia
(plane tree) bark.
PURITY:
≥95% (HPLC)
APPEARANCE:
White to off-white powder.
SOLUBILITY:
Soluble in DMSO.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
Product Description
Antitumor and anti-HIV agent. Induces apoptosis by activating mitochondrial permeability transition (MPT). Inhibits NF-κB activation and NF-κB-regulated gene expression induced by carcinogens and inflammatory stimuli. Decreases expression of Bcl-2 and cyclin D1. Potent proteasome activator.
Product Specific Literature References
Anti-AIDS agents, 11. Betulinic acid and platanic acid as anti-HIV principles from Syzigium claviflorum, and the anti-HIV activity of structurally related triterpenoids:
T. Fujioka, et al.; J. Nat. Prod.
57
, 243 (1994)
Abstract
Discovery of betulinic acid as a selective inhibitor of human melanoma that functions by induction of apoptosis:
E. Pisha, et al.; Nat. Med.
1
, 1046 (1995)
Abstract
Betulinic acid and dihydrobetulinic acid derivatives as potent anti-HIV agents:
Y. Kashiwada, et al.; J. Med. Chem.
39
, 1016 (1996)
Abstract
Betulinic acid triggers CD95 (APO-1/Fas)- and p53-independent apoptosis via activation of caspases in neuroectodermal tumors:
S. Fulda, et al.; Cancer Res.
57
, 4956 (1997)
Abstract
Anti-AIDS agents--XXVII. Synthesis and anti-HIV activity of betulinic acid and dihydrobetulinic acid derivatives:
F. Hashimoto, et al.; Bioorg. Med. Chem.
5
, 2133 (1997)
Abstract
Betulinic acid induces apoptosis in human neuroblastoma cell lines:
M.L. Schmidt, et al.; Eur. J. Cancer
33
, 2007 (1997)
Abstract
Induction of p53 without increase in p21WAF1 in betulinic acid-mediated cell death is preferential for human metastatic melanoma:
M. Rieber & M. Strasberg Rieber; DNA Cell Biol.
17
, 399 (1998)
Abstract
Activation of mitochondria and release of mitochondrial apoptogenic factors by betulinic acid:
S. Fulda, et al.; J. Biol. Chem.
273
, 33942 (1998)
Abstract
;
Full Text
Betulinic acid inhibits aminopeptidase N activity:
M.F. Melzig & H. Bormann; Planta Med.
64
, 655 (1998)
Abstract
Correspondence re: S. Fulda et al., Betulinic acid triggers CD95 (Apo1/Fas)- and p53-independent apoptosis via activation of caspases in neuroectodermal tumors. Cancer Res., 57: 4956, 1997:
M. Rieber & M. Strasberg Rieber; Cancer. Res.
58
, 5876 (1998)
Abstract
Betulinic acid: a new cytotoxic agent against malignant brain-tumor cells:
S. Fulda, et al.; Int. J. Cancer
82
, 435 (1999)
Abstract
Betulinic acid-induced apoptosis in glioma cells: A sequential requirement for new protein synthesis, formation of reactive oxygen species, and caspase processing:
W. Wick, et al.; J Pharmacol. Exp. Ther.
289
, 1306 (1999)
Abstract
;
Full Text
Effects of betulinic acid alone and in combination with irradiation in human melanoma cells:
E. Selzer, et al.; J. Invest. Dermatol.
114
, 935 (2000)
Abstract
Betulinic acid suppresses carcinogen-induced NF-kappa B activation through inhibition of I kappa B alpha kinase and p65 phosphorylation: abrogation of cyclooxygenase-2 and matrix metalloprotease-9:
Y. Takada & B.B. Aggarwal; J. Immunol.
171
, 3278 (2003)
Abstract
Chemistry, biological activity, and chemotherapeutic potential of betulinic acid for the prevention and treatment of cancer and HIV infection:
R.H. Cichewicz & S.A. Kouzi; Med. Res. Rev.
24
, 90 (2004), Review
Abstract
Betulinic acid-induced apoptosis in leukemia cells:
H. Ehrhardt, et al.; Leukemia
18
, 1406 (2004)
Abstract
Betulinic acid and its derivatives: a review on their biological properties:
P. Yogeeswari & D. Sriram; Curr. Med. Chem.
12
, 657 (2005), Review
Abstract
Betulinic acid decreases expression of bcl-2 and cyclin D1, inhibits proliferation, migration and induces apoptosis in cancer cells:
W. Rzeski, et al.; Naunyn Schmiedebergs Arch. Pharmacol.
374
, 11 (2006)
Abstract
Activation and inhibition of the proteasome by betulinic acid and its derivatives:
L. Huang, et al.; FEBS Lett.
581
, 4955 (2007)
Abstract
Further Categories Containing This Product:
Natural Products - Anti-inflammatory Agents
•
CDK & Cyclin Inhibitors
•
Other Natural Products - DNA Regulation / Transcription
•
MPTP [Mitochondrial Transition Pore] / Related Products
•
NF-kB Pathway Inhibitors
•
Natural Products - NF-kB Pathway Inhibitors
•
Natural Products - Apoptosis Inducers & Inhibitors
•
Natural Products - Antiviral / anti-HIV Agents
•
Ubiquitin & Proteasome Other Products
•
Antitumor Agents (Apoptosis Inducers)
•
HIV / AIDS / Related Products
ALX-270-487
Revised 22-Jul-08
BML-259
SYNONYMS
N-(5-Isopropylthiazol-2-yl)phenylacetamide
PRODUCT LINE
Cell Cycle
PRODUCT CATEGORY
CDK & Cyclin Inhibitors
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ALX-270-487-M005
5 mg
70.00 USD
Product Specification
FORMULA:
C
14
H
16
N
2
OS
MW:
260.4
CAS NUMBER:
267654-00-2
PURITY:
≥98% (TLC)
APPEARANCE:
White to off-white solid.
SOLUBILITY:
30mg/ml soluble in DMSO or dimethyl formamide, 0.25mg/ml soluble in 100% ethanol.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
USE/STABILITY:
Stock solutions are stable for up to 3 months when stored at -20°C.
Product Description
Potent inhibitor of CDK5 (IC
50
= 64nM) and CDK2 / cyclin E (IC
50
= 98nM).
Product Specific Literature References
Discovery and SAR of 2-aminothiazole inhibitors of cyclin-dependent kinase 5/p25 as a potential treatment for Alzheimer’s disease:
C.J. Helal, et al.; Bioorg. Med. Chem. Lett.
14
, 5521 (2004)
Abstract
ALX-270-390
Revised 09-Jan-08
Bohemine
SYNONYMS
6-Benzylamino-2-(3-hydroxypropylamino)-9-isopropylpurine
PRODUCT LINE
Cell Cycle
PRODUCT CATEGORY
CDK & Cyclin Inhibitors
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
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ALX-270-390-M001
1 mg
40.00 USD
ALX-270-390-M005
5 mg
120.00 USD
Product Specification
FORMULA:
C
18
H
24
N
6
O
MW:
340.4
CAS NUMBER:
189232-42-6
PURITY:
≥97% (HPLC)
APPEARANCE:
White to off-white crystalline solid.
SOLUBILITY:
Soluble in DMSO, dimethyl formamide, 100% ethanol or methanol.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
HANDLING:
Protect from moisture.
Product Description
Cell permeable inhibitor of CDK1 (IC
50
=1.1µM) and CD2 (IC
50
=600nM). Arrests cell cycle in the G
1
/S boundary and activates mature bovine oocytes.
Product Specific Literature References
Cytokinin-derived cyclin-dependent kinase inhibitors: synthesis and cdc2 inhibitory activity of olomoucine and related compounds
:
L. Havlicek, et al.; J. Med. Chem.
40
, 408 (1997)
Abstract
Treatment of Vicia faba root tip cells with specific inhibitors to cyclin-dependent kinases leads to abnormal spindle formation
:
P. Binarova, et al.; Plant J.
16
, 697 (1998)
Abstract
Activation of bovine oocytes by specific inhibition of cyclin-dependent kinases
:
R. Alberio, et al.; Mol. Reprod. Dev.
55
, 422 (2000)
Abstract
Proteomics approach in classifying the biochemical basis of the anticancer activity of the new olomoucine-derived synthetic cyclin-dependent kinase inhibitor, bohemine
:
H. Kovarova, et al.; Electrophoresis
21
, 3757 (2000)
Abstract
In vivo metabolism of 2,6,9-trisubstituted purine-derived cyclin-dependent kinase inhibitor bohemine in mice: glucosidatio
