Basic information
- CAS
82857-69-0- Standard SMILES
O=c1[nH]c(=O)n(COCCO)cc1Cc1ccccc1- InChIKey
SPJAGILXQBHHSZ-UHFFFAOYSA-N- Molecular formula
- C14H16N2O4
- Average molar mass
- 276.29 g/mol
- Monoisotopic mass
- 276.111007
Overview
5-benzyl-1-(2-hydroxyethoxymethyl)uracil is a pyrimidone that is uracil which is substituted by a 2-hydroxyethoxymethyl group at position 1 and a benzyl group at position 5. It is a primary alcohol, a pyrimidone and a hydroxyether. It is functionally related to a uracil.
Names & identifiers
- Preferred name
- Benzylacyclouridine
- IUPAC
- 5-benzyl-1-(2-hydroxyethoxymethyl)pyrimidine-2,4-dione
- English name
- 5-benzylacyclouridine
- Molecular formula
- C14H16N2O4
- Molecular weight
- 276.29
Names & synonyms
5-Benzylacyclouridine82857-69-0BenzylacyclouridineDTXSID302320340H851I3O9D2,4(1H,3H)-Pyrimidinedione, 1-((2-hydroxyethoxy)methyl)-5-(phenylmethyl)-2,4(1H,3H)-Pyrimidinedione, 1-[(2-hydroxyethoxy)methyl]-5-(phenylmethyl)-RefChem:102050DTXCID301545255-Bacu5-Benzyl-1-(2-hydroxyethoxymethyl)uracil5-benzyl-1-(2-hydroxyethoxymethyl)pyrimidine-2,4-dione
Show more names
6-Benzyl-1-(2-hydroxy ethoxymethyl)uracil
1-((2-HYDROXYETHOXY)METHYL)-5-BENZYLPYRIMIDINE-2,4(1H,3H)-DIONECHEMBL174325-benzyl-1-[(2-hydroxyethoxy)methyl]pyrimidine-2,4(1H,3H)-dione5-benzyl-1-[(2-hydroxyethoxy)methyl]-1,2,3,4-tetrahydropyrimidine-2,4-dione1-[(2-Hydroxyethoxy)methyl]-5-(phenylmethyl)-2,4(1H,3H)-pyrimidinedione5-Benzyl-1-(2'-hydroxyethoxymethyl)uracilUNII-0H851I3O9Dorb1690234
Database identifiers
- CAS
82857-69-0- PubChem CID
- 54929
- DTXSID
DTXSID30232034
Properties
Computed structural properties
- XLogP
- 0.4
- Topological polar surface area
- 78.9 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 6
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 389
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Melting point
- 144 · 144-145 °C(Solv: ethanol (64-17-5))
- Density
- 1.29 · 1.290±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 100 mg/mL · DMSO : 100 mg/mL (361.94 mM; Need ultrasonic)
- pka
- 9.43 · 9.43±0.10(Predicted)
- form
- Solid
- color
- White to light yellow
- FDA UNII
- 0 H851I3O9D · 0H851I3O9D
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 335 · H335-H319-H315-H302
- Precautionary statements
- 264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H335-H319-H315-H302
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationCompounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Applications
UsesBenzylacyclouridine (BAU) is a potent and specific inhibitor of uridine phosphorylase, the first enzyme in the catabolism of uridine. Benzylacyclouridine can modulate the cytotoxic side effects of 5-fluorouracil (5-FU) and its derivatives[1][2][3].
Upstream & downstream products
Upstream raw materials
Suppliers9 total
攀纳燊（河南）医药科学技术有限公司0371-65325800 13700860222 · [email protected]
United Life Science020-82099279 18988968278 · [email protected]
上海凯裕医药科技有限公司17317130613 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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