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N1165

Pimonidazole

Name: Pimonidazole
Brand: SIGMA

≥98% (HPLC), 2-nitroimidazole hypoxia marker, powder

Synonym(s):

NSC 380540, PD 126675;, Ro 03-8799;, alpha-((2-Nitroimidazol-1-yl)methyl)-1-piperidineethanol;, alpha-[(2-Nitro-1H-imidazol-1-yl)methyl]-1-piperidineethanol

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₈N₄O₃

CAS Number:

70132-50-2

Molecular Weight:

254.29

UNSPSC Code:

12352200

PubChem Substance ID:

329818508

NACRES:

NA.77

MDL number:

MFCD00867974

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

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Product Name

Pimonidazole, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

yellow

solubility

DMSO: >20 mg/mL

storage temp.

2-8°C

SMILES string

OC(CN1CCCCC1)Cn2ccnc2[N+]([O-])=O

InChI

1S/C11H18N4O3/c16-10(8-13-5-2-1-3-6-13)9-14-7-4-12-11(14)15(17)18/h4,7,10,16H,1-3,5-6,8-9H2

InChI key

WVWOOAYQYLJEFD-UHFFFAOYSA-N

Related Categories

Bioactive Small Molecules

Biochem/physiol Actions

Pimonidazole possesses a nitro group at position 2 and an imidazole ring. Pimonidazole undergoes reduction and is activated in hypoxic cells.

Pimonidazole is an effective and nontoxic exogenous 2-nitroimidazole hypoxia marker. Pimonidazole forms adducts with thiol groups in proteins, peptides and amino acids.

Pimonidazole is an effective and nontoxic exogenous 2-nitroimidazole hypoxia marker.

pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

0000518586

0000455613

0000295515

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Formula feeding and immature gut microcirculation promote intestinal hypoxia, leading to necrotizing enterocolitis.

Yong Chen et al.

Disease models & mechanisms, 12(12) (2019-11-11)

Major risk factors for necrotizing enterocolitis (NEC) are formula feeding and prematurity; however, their pathogenic mechanisms are unknown. Here, we found that insufficient arginine/nitric oxide synthesis limits blood flow in the intestinal microvasculature, leading to hypoxia, mucosal damage and NEC

Tumor vessel disintegration by maximum tolerable PFKFB3 blockade.

Lena-Christin Conradi et al.

Angiogenesis, 20(4), 599-613 (2017-09-07)

Blockade of the glycolytic activator PFKFB3 in cancer cells (using a maximum tolerable dose of 70 mg/kg of the PFKFB3 blocker 3PO) inhibits tumor growth in preclinical models and is currently being tested as a novel anticancer treatment in phase I

Pimonidazole: a novel hypoxia marker for complementary study of tumor hypoxia and cell proliferation in cervical carcinoma

Varia MA, et al.

Gynecologic Oncology, 71(2), 270-277 (1998)

Relationship Between Short Term Variability (STV) and Onset of Cerebral Hemorrhage at Ischemia-Reperfusion Load in Fetal Growth Restricted (FGR) Mice.

Takahiro Minato et al.

Frontiers in physiology, 9, 478-478 (2018-06-06)

Fetal growth restriction (FGR) is a risk factor exacerbating a poor neurological prognosis at birth. A disease exacerbating a poor neurological prognosis is cerebral palsy. One of the cause of this disease is cerebral hemorrhage including intraventricular hemorrhage. It is

Placental Hypoxia During Early Pregnancy Causes Maternal Hypertension and Placental Insufficiency in the Hypoxic Guinea Pig Model.

Loren P Thompson et al.

Biology of reproduction, 95(6), 128-128 (2016-11-04)

Chronic placental hypoxia is one of the root causes of placental insufficiencies that result in pre-eclampsia and maternal hypertension. Chronic hypoxia causes disruption of trophoblast (TB) development, invasion into maternal decidua, and remodeling of maternal spiral arteries. The pregnant guinea

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Global Trade Item Number

SKU	GTIN
N1165-50MG	04061834106852
N1165-10MG	04061832722955

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