2-Amino-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one - CAS 65996-58-9

Name: 2-Amino-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one
Brand: BOC Sciences
Rating: 5 (1 reviews)

Catalog:	BB032875
Product Name:	2-Amino-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one
CAS:	65996-58-9
Synonyms:	2-amino-3,5-dihydropyrrolo[3,2-d]pyrimidin-4-one; 2-amino-3,5-dihydropyrrolo[3,2-d]pyrimidin-4-one

Technical Data

IUPAC Name:	2-amino-3,5-dihydropyrrolo[3,2-d]pyrimidin-4-one
Description:	9-Deazaguanine is an analog of guanine that acts as an inhibitor of purine nucleoside phosphorylase (PNP; Kd = 160 nM).
Molecular Weight:	150.14
Molecular Formula:	C6H6N4O
Canonical SMILES:	C1=CNC2=C1N=C(NC2=O)N
InChI:	InChI=1S/C6H6N4O/c7-6-9-3-1-2-8-4(3)5(11)10-6/h1-2,8H,(H3,7,9,10,11)
InChI Key:	FFYPRJYSJODFFD-UHFFFAOYSA-N
Boiling Point:	452.7 °C at 760 mmHg
Purity:	> 97 %
Density:	1.87 g/cm³
Appearance:	Crystalline solid
LogP:	0.41460

GHS Hazard Statement:	H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]; H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]; H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statement:	P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Signal Word:	Warning

Publication Number	Title	Priority Date
CN-110950806-A	Preparation method of pyrimidine cyclic hydroxy chloride by catalysis of tetraethylammonium chloride	20191114
WO-2012145794-A1	Method of determining response to treatment with immunomodulatory composition	20110429
WO-2012113067-A1	Oligonucleotide inhibitors with chimeric backbone and 2-amino-2'-deoxyadenosine	20110224
WO-2011146985-A1	Method of determining response to treatment with immunomodulatory composition	20100528
US-2012252791-A1	Heterocyclic GTP Cyclohydrolase 1 Inhibitors For the Treatment of Pain	20090917

PMID	Publication Date	Title	Journal
23040896	20121115	Trimeric purine nucleoside phosphorylase: exploring postulated one-third-of-the-sites binding in the transition state	Bioorganic & medicinal chemistry
22096507	20110101	Plasmodium falciparum parasites are killed by a transition state analogue of purine nucleoside phosphorylase in a primate animal model	PloS one
20102369	20100401	Antiproliferative activity of purine nucleoside phosphorylase multisubstrate analogue inhibitors containing difluoromethylene phosphonic acid against leukaemia and lymphoma cells	Chemical biology & drug design
20193043	20100401	9-Deazaguanine derivatives connected by a linker to difluoromethylene phosphonic acid are slow-binding picomolar inhibitors of trimeric purine nucleoside phosphorylase	The FEBS journal
20189401	20100315	Structural-based design and synthesis of novel 9-deazaguanine derivatives having a phosphate mimic as multi-substrate analogue inhibitors for mammalian PNPs	Bioorganic & medicinal chemistry

Complexity:	225
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	150.05416083
Formal Charge:	0
Heavy Atom Count:	11
Hydrogen Bond Acceptor Count:	2
Hydrogen Bond Donor Count:	3
Isotope Atom Count:	0
Monoisotopic Mass:	150.05416083
Rotatable Bond Count:	0
Topological Polar Surface Area:	83.3
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	-0.8