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Barbituric acid

CAS No.
67-52-7
Chemical Name:
Barbituric acid
Synonyms
pyrimidine-2,4,6(1H,3H,5H)-trione;2,4,6(1H,3H,5H)-PYRIMIDINETRIONE;barbituric;MALONYLUREA;PyriMidine-2,4,6-triol;Fluorouracil EP Impurity A;BARBITURIC ACID, FOR THE DETERMINATION O F CYANIDE;Barbitursure;ARBIBTONE ACID;Babituric acid
CBNumber:
CB0258599
Molecular Formula:
C4H4N2O3
Molecular Weight:
128.09
MDL Number:
MFCD00006666
MOL File:
67-52-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-12 09:16:02
Product description Number Pack Size Price
Barbituric acid for synthesis 8.00133 100g $77.6
Fluorouracil Related Compound A certified reference material, pharmaceutical secondary standard PHR2865 50MG $563
Barbituric acid 99% 185698 25g $50.3
Barbituric acid for synthesis 8.00133 250g $162
Fluorouracil Related Compound A United States Pharmacopeia (USP) Reference Standard 1279019 25mg $1290
More product size

Barbituric acid Properties

Melting point 248-252 °C (dec.) (lit.)
Boiling point 260℃ (decomposition)
bulk density 720kg/m3
Density 1.6006 (rough estimate)
refractive index 1.4610 (estimate)
Flash point 150 °C
storage temp. Store below +30°C.
solubility 11.45g/l
pka 4.01(at 25℃)
form Powder/Solid
color Light Cream
Odor Odorless
PH 2-3 (50g/l, H2O, 60℃)
Water Solubility 142 g/L (20 ºC)
Merck 14,963
BRN 120502
Cosmetics Ingredients Functions SKIN CONDITIONING - EMOLLIENT
InChI 1S/C4H4N2O3/c7-2-1-3(8)6-4(9)5-2/h1H2,(H2,5,6,7,8,9)
InChIKey HNYOPLTXPVRDBG-UHFFFAOYSA-N
SMILES O=C1CC(=O)NC(=O)N1
CAS DataBase Reference 67-52-7(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII WQ92Y2793G
NIST Chemistry Reference Barbituric acid(67-52-7)
EPA Substance Registry System Barbituric acid (67-52-7)
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
PPE Eyeshields, Gloves, type N95 (US)
Risk Statements  36/37/38
Safety Statements  24/25
WGK Germany  1
RTECS  CP8000000
TSCA  TSCA listed
HS Code  29335200
Storage Class 11 - Combustible Solids
Toxicity LD50 orally in Rabbit: > 5000 mg/kg
REACH Registrations Active
NFPA 704
1
2 1

Barbituric acid price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.00133 Barbituric acid for synthesis 67-52-7 100g $77.6 2026-04-30 Buy
Sigma-Aldrich PHR2865 Fluorouracil Related Compound A certified reference material, pharmaceutical secondary standard 67-52-7 50MG $563 2026-04-30 Buy
Sigma-Aldrich 185698 Barbituric acid 99% 67-52-7 25g $50.3 2026-04-30 Buy
Sigma-Aldrich 8.00133 Barbituric acid for synthesis 67-52-7 250g $162 2026-04-30 Buy
Sigma-Aldrich 1279019 Fluorouracil Related Compound A United States Pharmacopeia (USP) Reference Standard 67-52-7 25mg $1290 2026-04-30 Buy
Product number Packaging Price Buy
8.00133 100g $77.6 Buy
PHR2865 50MG $563 Buy
185698 25g $50.3 Buy
8.00133 250g $162 Buy
1279019 25mg $1290 Buy

Barbituric acid Chemical Properties,Uses,Production

Description

Barbiturates are derivatives of barbituric acid, barbituric acid is formed by the condensation of malonic acid and urea, itself has no anesthetic effect, but if its C2 and C5 atoms are substituted by different genes, it can generate many species of barbiturate agents ,for example, oxygen of C2 is replaced by sulfur, which generates sulfur barbiturates, such as thiopental.
Barbiturates'mechanism is basically the same, they act on different levels of the central nervous system, and have a non-specific inhibition. Its sedative and hypnotic effects may be related to selective inhibition of thalamic reticular upstream activating system , thereby blocking the excite transduction to cerebral cortex. Its Anticonvulsant effect is performed through inhibiting synaptic transmission in the central nervous system ,to improve the electrical stimulation threshold in motor cortex.
barbiturates having a therapeutic effect play a inhibiting role in the central nervous system , such as phenobarbital (phenobarbitone), amobarbital (amylobarbitone), thiopental , methohexital (methohexi-tone ). Inhibitory barbiturates have sedative, hypnotic, anticonvulsant and anesthetic effects, but its sedative-hypnotic agent has been eliminated, because in the process it is easy to produce severe tolerance, drug dependence and drug liver enzyme induction.
Because of some differences in their chemical structure, the body eliminate and fat-soluble manner of every drug are different , thus the speed of appearing effect and time of continuing also vary . Long-acting barbiturates such as phenobarbital (phenobarbi-tone) are still used in the treatment of epilepsy anticonvulsant. Ultrashort acting barbiturates (thiopental and methohexital) are often applied as an intravenous anesthetic.
Barbiturate intravenous anesthetics used clinically are now about ten kinds, but three to five species are commonly used . According to the view of Anesthesiology, barbiturates can be divided into two categories, namely hypnotic barbiturates and barbiturate anesthesia. The former are markedly slower drugs such as phenobarbital,having a sedative effect, before anesthesia,its administration can make the patient quiet. After intravenous injection of the latter, consciousness soon disappear,it is mainly used for general anesthesia, in which the most commonly used drug is thiopental, so this drug is representative.
Phenobarbital is a barbituric acid derivative, having weak acid,it is the central inhibitor, mainly inhibiting brain ascending reticular activating system. The shallow to deep degree of inhibition of the drug are due to the amount of small to large ,it has different levels of sedative, hypnotic and anticonvulsant, anesthetic effect. In addition, the drug also has antiepileptic effect.
The above information is edited by the chemicalbook of Tian Ye.

Chemical Properties

cream coloured fine crystalline powder. Odorless. Soluble in water and ether, insoluble in water and alcohol.

Uses

Barbituric acid is widely used in the manufacturing of plastics, textiles, polymers and pharmaceuticals. It is an active ingredient in the production of Vitamin B2. It is a strong acid in an aqueous medium with an active methylene group involved Knoevenegal condensation. It is used as precursor for the preparation of 5-arylidene barbituric acid by reacting with aromatic aldehyde. It is also used in electrochemical oxidation of iodine using cyclic voltammetry and controlled potential coulometry.

Definition

ChEBI: Barbituric acid is a barbiturate, the structure of which is that of perhydropyrimidine substituted at C-2, -4 and -6 by oxo groups. Barbituric acid is the parent compound of barbiturate drugs, although it is not itself pharmacologically active. It has a role as an allergen and a xenobiotic. It is a conjugate acid of a barbiturate, a barbiturate(2-) and a barbiturate(1-).

Preparation

Barbituric acid is derived By the reaction of diethyl malonate and urea. First put Urea in a reaction tank containing methanol ,heat , reflux , dissolve, then add the dried diethyl malonate and sodium methoxide, the reaction is refluxed at 66-68°C for 4-5h, after distillation to recover methanol, cooling to 40-50°C, add dilute hydrochloric acid to adjust to pH 1-2.Cool to room temperature, throw to obtain crude, wash with distilled water once, dry to get crude , and then purify with water and activated carbon, dry to obtain products. Industrial barbituric acid is white or pink crystalline powder, strongly acidic, more than 98% content, melting point ≥245°C. Material consumption fixed: diethyl malonate 1098kg/t, urea 476kg/t, hydrochloric acid (reagent grade III) 681kg/t, sodium methanol (28%) 369kg/t, methanol 1025kg/t.

Application

Barbituric acid is a parent compound of barbiturate drugs. Unsubstituted barbituric acid has no hypnotic properties.
Barbituric acid (BA) may be used in the preparation of the corresponding hemiaminals, via chemoselective reduction in the presence of SmI2/H2O reagent. It may be used in the preparation of BA- modified conjugated carbon nitride nanosheets.
It may be used to synthesize:
5-ylidenebarbituric acid derivatives via Knoevenagel condensation with aromatic and α,β-conjugated aromatic aldehydes
5-diaminomethylenebarbiturates by reacting with substituted carbodiimides

Reactions

Barbituric acid with aromatic aldehydes was used in an experimental study, meant to demonstrate the increased efficiency of Knoevenagel condensation reaction for barbituric acid and various aromatic aldehydes on basic alumina, in the absence of organic solvents under microwave irradiation. It may also be used in electrochemical oxidation of iodine, using cyclic voltammetry and controlled-potential coulometry.

General Description

Barbituric acid is a useful acid for organic and drug syntheses. Its dihydrate form can be synthesized from barbituric acid via crystallization from aqueous solution. Crystal structure of barbituric acid (in tautomeric form) has been investigated by a three dimensional fourier transform method. Its enol crystal form has been reported to be thermodynamically stable.

Purification Methods

Recrystallise it twice from H2O, then dry it for 2 days at 100o. [Beilstein 24 III/IV 1873.]

57-13-6
105-53-3
67-52-7
Synthesis of Barbituric acid from Urea and Diethyl malonate
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View Lastest Price from Barbituric acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Barbituric acid pictures 2026-03-20 Barbituric acid
67-52-7
US $9.90 / KG 1KG 99% 10 mt Hebei Chuanghai Biotechnology Co., Ltd
Barbituric acid pictures 2025-05-26 Barbituric acid
67-52-7
US $6.00 / kg 1kg 0.99 1000 Hebei Fengjia New Material Co., Ltd
Barbituric Acid  pictures 2025-05-23 Barbituric Acid
67-52-7
US $150.00 / kg 1kg 99% 500kg Hebei Zhuanglai Chemical Trading Co Ltd
  • Barbituric acid pictures
  • Barbituric acid
    67-52-7
  • US $9.90 / KG
  • 99%
  • Hebei Chuanghai Biotechnology Co., Ltd
  • Barbituric acid pictures
  • Barbituric acid
    67-52-7
  • US $6.00 / kg
  • 0.99
  • Hebei Fengjia New Material Co., Ltd
  • Barbituric Acid  pictures
  • Barbituric Acid
    67-52-7
  • US $150.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co Ltd
Babituric acid dihydrate Fluorouracil Related CoMpound A LABOTEST-BB LT00891695 BARBITURIC ACID MALONYLUREA Balonylurea acid BARBITURIC ACID REAGENTPLUS(TM) 99% BARBITURIC ACID CRYSTALLINE BARBITURIC ACID, FOR THE DETERMINATION O F CYANIDE BARBITURIC ACID, REAGENTPLUS, 99% BARBITURIC ACID 99+% BARBITURIC ACID 99.5% FOR ANALYTICAL PURPOSE BarbituricAcidForSynthesis BarbituricAcidGr BarbituricAcidGr-(Malonylurea,2-4-6,TrihydroxypyrimidineGr) Barbituric acid, 98+% Barbituric Acid 99% 2,4,6(1H,3H,5H)-Pyrimidinetrione (9CI) ARBIBTONE ACID Barbituric acid ReagentPlus(R), 99% 2,4,6(1H,3H,5H)-PYRIMIDINETRIONE 2,4,6-TRIHYDROXYPYRIMIDINE 2,4,6-trihydroxy-1,3-diazine pyrimidine-2,4,6 trione BARBITURIC ACID, 99%BARBITURIC ACID, 99%BARBITURIC ACID, 99%BARBITURIC ACID, 99% Fluorouracil Impurity 1(Fluorouracil EP Impurity A) Fluorouracil EP Impurity A S ACID ( OTHER DERIVATIVES OF MALONYLURIA 2,4,6-Trihydroxypyridine 2,4,6-Trihydroxypyrimidine, Malonylurea Barbituric Acid [for Colorimetric Analysis of Furfural Derivatives] Hexahydropyrimidine-2,4,6-trione SPECS AG-670/31547005 TIMTEC-BB SBB004242 PYRIMIDINE TRIONE N,N'-MALONYLUREA 2,4,6-Pyrimidinetriol 2,4,6-pyrimidinetrione 2,4,6-Pyrimidinetrione(1H,3H,5H) 2,4,6-Trioxohexahydropyrimidine 6-hydroxy-hydrouraci 6-Hydroxyuracil barbituric pyrimidinetriol Urea, N,N'-(1,3-dioxo-1,3-propanediyl)- Barbitursure pyrimidine-2,4,6(1H,3H,5H)-trione 2,4,6-Trihydroxypyrimidine(Barbituric acid) Barbituric acid,2,4,6-Trihydroxypyrimidine, Malonylurea Barbituric acid, 99+% 100GR 1,2,3,4,5,6-Hexahydro-2,4,6-pyriMidinetrione PyriMidine-2,4,6-triol BARBITURIC ACID FOR ANALYSIS EMSURE Barbituric acid Solution, 1000ppm Barbituric acid Solution, 100ppm Babituric acid Fluorouracil Related Compound A (Pyrimidine-2,4,6(1H,3H,5H)-trione) Tragliptin Starter 1 Impurity 3