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A77806

Sigma-Aldrich

4-Aminopyrazolo[3,4-d]pyrimidine

98%

Synonym(s):

1H-Pyrazolo[3,4-d]pyrimidine-4-ylamine, 4-Amino-1H-pyrazolo[3,4-d]pyrimidine

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About This Item

Empirical Formula (Hill Notation):
C5H5N5
CAS Number:
2380-63-4
Molecular Weight:
135.13
EC Number:
219-174-6
MDL number:
MFCD00005688
UNSPSC Code:
12352100
PubChem Substance ID:
24891277
NACRES:
NA.22

Assay

98%

form

powder

mp

>325 °C (lit.)

SMILES string

Nc1ncnc2[nH]ncc12

InChI

1S/C5H5N5/c6-4-3-1-9-10-5(3)8-2-7-4/h1-2H,(H3,6,7,8,9,10)

InChI key

LHCPRYRLDOSKHK-UHFFFAOYSA-N

Application

Decreases serum cholesterol markedly in rats.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H315,H319,H335

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCD9262
07024DT
S16577
S27391
05030EM

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G Ning et al.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 41(4), 617-625 (1993-04-01)
We used an analytical color fluorescence electron microscope to observe cathodoluminescence (CL) in the corpus luteum of rat. CL was emitted from lipid droplets and has a typical spectrum of two peaks at wavelengths of 320 and 430 nm. The
T K Puryear et al.
Endocrinology, 126(6), 2910-2918 (1990-06-01)
The present study was undertaken to investigate the mechanism for control of hydroxymethylglutaryl-coenzyme A (HMG-CoA) reductase and cytochrome P-450 side chain cleavage (P-450scc), enzymes involved in the synthesis and processing of cholesterol in the corpus luteum of pregnant rats. The
J G Lehoux et al.
Molecular and cellular endocrinology, 69(1), 41-49 (1990-02-12)
4-Aminopyrazolopyrimidine (4-APP) treatments to rats for 3 days induced 2-fold increase of circulating ACTH and 11-fold increase of adrenal 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase mRNA compared to NaCl-treated controls. This in vivo model was used to study the effect of
K G Davidson et al.
The American journal of physiology, 272(1 Pt 1), L106-L114 (1997-01-01)
Treatment of rats with 10 mg.kg body wt-1 day-1 4-aminopyrazolo[3,4-d]pyrimidine (APP) for 2 days markedly reduced serum cholesterol and phospholipids. This was associated with large decreases in the principal component of alveolar surfactant, the disaturated phospholipids (DSP), in the lamellar
M C Henson et al.
Endocrinology, 138(4), 1385-1391 (1997-04-01)
Maternal low density lipoprotein (LDL) is the principal source of cholesterol substrate for progesterone biosynthesis in the primate placental syncytiotrophoblast. The relationship of LDL-cholesterol availability and other potential cholesterol-yielding pathways to placental progesterone production have not, however, been demonstrated in
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