Basic information
- CAS
23945-44-0- Standard SMILES
O=C(O)c1c[nH]c(=O)[nH]c1=O- InChIKey
ZXYAAVBXHKCJJB-UHFFFAOYSA-N- Molecular formula
- C5H4N2O4
- Average molar mass
- 156.1 g/mol
- Monoisotopic mass
- 156.01710661
Overview
Uracil-5-carboxylic acid is a pyrimidinemonocarboxylic acid that is uracil carrying a carboxy group at position 5. It is functionally related to a uracil. It is a conjugate acid of a uracil-5-carboxylate. It is a tautomer of a 2,4-dihydroxypyrimidine-5-carboxylic acid.
Names & identifiers
- Preferred name
- 1,2,3,4-Tetrahydro-2,4-dioxo-5-pyrimidinecarboxylic acid
- IUPAC
- 2,4-dioxo-1H-pyrimidine-5-carboxylic acid
- English name
- 2,4-Dihydroxypyrimidine-5-carboxylic acid
- Molecular formula
- C5H4N2O4
- Molecular weight
- 156.1
Names & synonyms
23945-44-0Uracil 5-carboxylic acidIsoorotic acidUracil-5-carboxylic acid2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid5-Carboxyuracil5-Uracilcarboxylic acid5-Pyrimidinecarboxylic acid, 1,2,3,4-tetrahydro-2,4-dioxo-2,4-Dihydroxy-5-pyrimidinecarboxylic acidG7JYK59EBRUracil 5-carboxylateNSC-1589
Show more names
5-PyrimidinecarboxylicNSC 79561ISO-OROTIC ACIDUracil Impurity 1RARECHEM AL BO 2377Uracil-5-Carboxylicuracil-5-carboxylicaci
1,2,3,4-Tetrahydro-2,4-dioxo-5-pyrimidinecarboxylic acidDTXSID1066942CHEBI:17477NSC-79561RefChem:906620DTXCID1036969245-947-22,4-Dihydroxypyrimidine-5-carboxylic acid
Database identifiers
- CAS
23945-44-0- PubChem CID
- 90301
- DTXSID
DTXSID1066942- ChEMBL
CHEMBL1213478- ChEBI
CHEBI:17477- UNII
- G7JYK59EBR
- EC Number
- 245-947-2
- Nikkaji
- J39.644C
Properties
Computed structural properties
- XLogP
- -0.7
- Topological polar surface area
- 95.5 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 268
Experimental & physicochemical properties
SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy
Collision Cross Section
118.9 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
122.93 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
119.3 Ų [M-H]-
Physicochemical properties
- Melting point
- 283 °C · 283 °C (dec.)(lit.)
- Boiling point
- 280.29 °C · 280.29°C (rough estimate)
- Density
- 1.6814 · 1.6814 (rough estimate)
- refractive index
- 1.48 · 1.4800 (estimate)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Soluble in DMSO
- form
- Crystalline Powder
- pka
- 5.08 · 5.08±0.20(Predicted)
- color
- White to slightly yellow
- Water Solubility
- 1.8 g/L · 1.8g/L(20 ºC)
- InChI
- InChI=1S/C5H4N2O4/c8-3-2(4(9)10)1-6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11)
- InChIKey
- ZXYAAVBXHKCJJB-UHFFFAOYSA-N
- SMILES
- C1(=O)NC=C(C(O)=O)C(=O)N1
- CAS DataBase Reference
- 23945 · 23945-44-0(CAS DataBase Reference)
- FDA UNII
- 7 JYK59EBR · G7JYK59EBR
- EPA Substance Registry System
- 5 · 5-Pyrimidinecarboxylic acid, 1,2,3,4-tetrahydro-2,4-dioxo- (23945-44-0)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319
- Precautionary statements
- 264 · P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 24 · 24/25
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HS Code
- 29335990 · 29335990
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
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 (click each P-code to see the statement)
Aggregated GHS information provided per 2 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 CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29335990
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Chemistry & industry
Uses & manufacturing
General Manufacturing Information5-Pyrimidinecarboxylic acid, 1,2,3,4-tetrahydro-2,4-dioxo-: INACTIVE
Applications
Uses2,4-Dihydroxypyrimidine-5-carboxylic acid (Uracil-5-carboxylic acid) has been used for the visual sensing of melamine (at parts-per-billion (ppb) level) by a highly sensitive analytical method based on Au nanoparticles.
General Description2,4-Dihydroxypyrimidine-5-carboxylic acid (Uracil-5-carboxylic acid) has been obtained from 5-formyluracil by the action of enzyme, thymine 7-hydroxylase. It has been used to synthesize N1-alkylated uracil derivatives.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
南京德豪斯医药科技有限公司025-52161033 15312098939 · [email protected]
韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
北京华威锐科化工有限公司0757-86329057 18934348241 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
阿法埃莎（中国）化学有限公司400-6106006 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
烟台凯博医药科技有限公司0535-6385396 · [email protected]
Allfluoro Pharmaceutical Company Limited+86-400-0216110 +86-15958047586 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
上海柯维化学技术有限公司021-64609169 18901607656 · [email protected]
上海钰康生物科技有限公司+86-18930848214 +86-021-56762820 · [email protected]
上海相辉医药科技有限公司13761987713 · [email protected]
嘉兴市艾森化工有限公司0573-85285100 18627885956 · [email protected]
Pure Chemistry Scientific Inc.001-857-928-2050 or 1-888-588-9418 · [email protected]
郑州药领医药科技有限公司13526569071 · [email protected]
上海攀鸿化工科技有限公司021-56491756 13512199871 · [email protected]
常州四渡化工有限公司0519-81291281 18015082300
天津希恩思生化科技有限公司400 638 7771 · [email protected]
上海钰康生物科技有限公司15618758386 15618758386 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
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南京诺利斯医药科技有限公司13901585132 · [email protected]
上海健超生物科技有限公司150-2103-5486 18017383231 · [email protected]
上海贤鼎生物科技有限公司4009209199 · [email protected]
潍坊誉达医药科技有限公司17663603912 · [email protected]
Shanghai Witofly Chemical Co.,Ltd[email protected]
越林试剂021-62960152 · [email protected]
上海睿升化工科技有限公司+86-021-50935922
宁波台康化工有限公司0574-87365517 18074210286 · [email protected]
上海湄水化工科技有限公司021-60549325 18616193163
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
HBCChem, Inc.+1-510-219-6317 · [email protected]
上海石洋化工有限公司021-56795766 · [email protected]
重庆星灿医药科技有限公司13594048950 19923294409 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
凯方医药科技（上海）有限公司021-67220633 021-54824098 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
上海纳谦化学科技有限公司13598610367 13598610367 · [email protected]
上海嵩爰化工科技有限公司010-1234567 18521000990 · [email protected]
江苏艾康生物医药研发有限公司025-66028182 17714375163 · [email protected]
凯试（上海）科技有限公司021-50135380 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
Accela ChemBio Inc.+1(858) 699-3322 · [email protected]
南京伶亚生物医药科技有限公司18068075658 · [email protected]
Additional notes
DefinitionChEBI: Uracil-5-carboxylic acid is a pyrimidinemonocarboxylic acid that is uracil carrying a carboxy group at position 5. It is functionally related to a uracil. It is a conjugate acid of a uracil-5-carboxylate. It is a tautomer of a 2,4-dihydroxypyrimidine-5-carboxylic acid.
Related reactions
2 records
Compound notes
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