TH-302 - ≥98%, high purity , DNA inhibitor, CAS No.918633-87-1, DNA inhibitor

Item Number
T126300
Grouped product items
SKUSizeAvailabilityPrice Qty
T126300-1mg
1mg
In stock
$137.90
T126300-5mg
5mg
In stock
$323.90
T126300-10mg
10mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$515.90
T126300-50mg
50mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$1,682.90

Basic Description

SynonymsHAP-302 | SB17116 | (1-METHYL-2-NITRO-1H-IMIDAZOLE-5-YL)METHYL N,N'-BIS(2-BROMOETHYL) DIAMIDOPHOSPHATE | EX-A1740 | UNII-8A9RZ3HN8W | HY-10535 | n,n'-bis(2-bromoethyl)phosphorodiamidic acid (1-methyl-2-nitro-1h-imidazol-5-yl)methyl ester | AC-29025 | TH30
Specifications & PurityMoligand™, ≥98%
Biochemical and Physiological Mechanisms

TH-302 is a newly developed antineoplastic drug which represents a potential new class of tumor selective hypoxia-activated prodrugs (HAPs).

Storage TempStore at -20°C
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeINHIBITOR
Mechanism of actionDNA inhibitor
Product Description

Evofosfamide (TH-302) is a hypoxia-activated prodrug with IC50 of 10 μM and 1000 μM in hypoxia (N2) and normoxia (21% O2), respectively.

Product Properties

ALogP0.6

Associated Targets(Human)

ENO1 Tchem Alpha-enolase (2 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ENO1 Tchem Alpha enolase (27 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DU-145 (51482 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-29 (80576 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-468 (9477 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-3 (62116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MIA PaCa-2 (5949 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H460 (60772 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SW-620 (52400 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Liver (3974 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
H-EMC-SS (104 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name 2-bromo-N-[(2-bromoethylamino)-[(3-methyl-2-nitroimidazol-4-yl)methoxy]phosphoryl]ethanamine
INCHI InChI=1S/C9H16Br2N5O4P/c1-15-8(6-12-9(15)16(17)18)7-20-21(19,13-4-2-10)14-5-3-11/h6H,2-5,7H2,1H3,(H2,13,14,19)
InChi Key UGJWRPJDTDGERK-UHFFFAOYSA-N
Canonical SMILES CN1C(=CN=C1[N+](=O)[O-])COP(=O)(NCCBr)NCCBr
Isomeric SMILES CN1C(=CN=C1[N+](=O)[O-])COP(=O)(NCCBr)NCCBr
PubChem CID 11984561
Molecular Weight 449.04

Certificates

Certificate of Analysis(COA)

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2 results found

Lot NumberCertificate TypeDateItem
A2206315Certificate of AnalysisOct 24, 2023 T126300
B2006224Certificate of AnalysisSep 12, 2023 T126300

Chemical and Physical Properties

SolubilityDMSO : 94 mg/mL (209.34 mM; Need ultrasonic and warming)

Related Documents

References

1. Duan JX, Jiao H, Kaizerman J, Stanton T, Evans JW, Lan L, Lorente G, Banica M, Jung D, Wang J et al..  (2008)  Potent and highly selective hypoxia-activated achiral phosphoramidate mustards as anticancer drugs..  J Med Chem,  51  (8): (2412-20).  [PMID:18257544] [10.1021/op500134e]
2. Hu J, Handisides DR, Van Valckenborgh E, De Raeve H, Menu E, Vande Broek I, Liu Q, Sun JD, Van Camp B, Hart CP et al..  (2010)  Targeting the multiple myeloma hypoxic niche with TH-302, a hypoxia-activated prodrug..  Blood,  116  (9): (1524-7).  [PMID:20530289] [10.1021/op500134e]
3. Weiss GJ, Infante JR, Chiorean EG, Borad MJ, Bendell JC, Molina JR, Tibes R, Ramanathan RK, Lewandowski K, Jones SF et al..  (2011)  Phase 1 study of the safety, tolerability, and pharmacokinetics of TH-302, a hypoxia-activated prodrug, in patients with advanced solid malignancies..  Clin Cancer Res,  17  (9): (2997-3004).  [PMID:21415214] [10.1021/op500134e]
4. Sun JD, Liu Q, Wang J, Ahluwalia D, Ferraro D, Wang Y, Duan JX, Ammons WS, Curd JG, Matteucci MD et al..  (2012)  Selective tumor hypoxia targeting by hypoxia-activated prodrug TH-302 inhibits tumor growth in preclinical models of cancer..  Clin Cancer Res,  18  (3): (758-70).  [PMID:22184053] [10.1021/op500134e]
5. Borad MJ, Reddy SG, Bahary N, Uronis HE, Sigal D, Cohn AL, Schelman WR, Stephenson Jr J, Chiorean EG, Rosen PJ et al..  (2015)  Randomized Phase II Trial of Gemcitabine Plus TH-302 Versus Gemcitabine in Patients With Advanced Pancreatic Cancer..  J Clin Oncol,  33  (13): (1475-81).  [PMID:25512461] [10.1021/op500134e]

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