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1,3-Dimethyl-5-isopropylbarbituric acid, also known as methylphenobarbital or Primidone, is a barbiturate derivative with the chemical formula C12H16N2O3. It is a white crystalline powder that is practically insoluble in water but soluble in organic solvents. Primidone is primarily used as an anticonvulsant medication to treat various types of seizures, including partial seizures and absence seizures. It works by enhancing the effects of gamma-aminobutyric acid (GABA), a neurotransmitter that inhibits nerve activity in the brain, thus reducing the frequency and severity of seizures. Primidone is also metabolized into two active metabolites, phenobarbital and phenylethylmalonamide (PEMA), which contribute to its anticonvulsant effects. Due to its potential side effects and the development of newer antiepileptic drugs, Primidone is now less frequently prescribed but remains an option for certain seizure types.

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  • 7358-62-5 Structure
  • Basic information

    1. Product Name: 1,3-Dimethyl-5-isopropylbarbituric acid
    2. Synonyms: 1,3-Dimethyl-5-isopropylbarbituric acid
    3. CAS NO:7358-62-5
    4. Molecular Formula: C9H14N2O3
    5. Molecular Weight: 198.22
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 7358-62-5.mol
  • Chemical Properties

    1. Melting Point: 108.5-109.5 °C
    2. Boiling Point: 264.4°C at 760 mmHg
    3. Flash Point: 102.7°C
    4. Appearance: /
    5. Density: 1.164g/cm3
    6. Vapor Pressure: 0.00973mmHg at 25°C
    7. Refractive Index: 1.49
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 5.11±0.50(Predicted)
    11. CAS DataBase Reference: 1,3-Dimethyl-5-isopropylbarbituric acid(CAS DataBase Reference)
    12. NIST Chemistry Reference: 1,3-Dimethyl-5-isopropylbarbituric acid(7358-62-5)
    13. EPA Substance Registry System: 1,3-Dimethyl-5-isopropylbarbituric acid(7358-62-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 7358-62-5(Hazardous Substances Data)

7358-62-5 Usage

Type of compound

Barbiturate

Properties

Sedative, hypnotic, and anesthetic

Uses

a. Short-term treatment for insomnia
b. Preoperative medication to induce sleep and reduce anxiety

Mechanism of action

Depresses the central nervous system, slows down brain activity, and induces relaxation and sleep

Risks

a. Addiction
b. Tolerance
c. Dependence
d. Respiratory depression
e. Other serious side effects

Legal status

Controlled substance in many countries

Regulation

Regulated and prescribed with caution

Check Digit Verification of cas no

The CAS Registry Mumber 7358-62-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,3,5 and 8 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 7358-62:
(6*7)+(5*3)+(4*5)+(3*8)+(2*6)+(1*2)=115
115 % 10 = 5
So 7358-62-5 is a valid CAS Registry Number.
InChI:InChI=1/C9H14N2O3/c1-5(2)6-7(12)10(3)9(14)11(4)8(6)13/h5-6H,1-4H3

7358-62-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,3-dimethyl-5-propan-2-yl-1,3-diazinane-2,4,6-trione

1.2 Other means of identification

Product number -
Other names 1,3-Dimethyl-5-isopropylbarbituric acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:7358-62-5 SDS

7358-62-5Downstream Products

7358-62-5Relevant articles and documents

Method for preparing barbituric acid hydrocarbylation derivative by using ferrous complex

-

Paragraph 0042-0046, (2021/07/17)

The invention relates to a method for preparing a barbituric acid hydrocarbylation derivative by using a ferrous complex, which comprises the steps of carrying out coupling reaction at room temperature by using barbituric acid and alcohol as raw materials and the ferrous complex containing an ortho-carboryl benzothiazole structure as a catalyst to prepare the barbituric acid hydrocarbylation derivative. Compared with the prior art, the method has the advantages that the ferrous complex containing the ortho-carboryl benzothiazole structure is applied to catalysis of coupling reaction of barbituric acid and alcohol, the barbituric acid hydrocarbylation derivative is prepared by a one-pot method, the barbituric acid hydrocarbylation derivative is synthesized by using simple, easily available and cheap raw materials at room temperature, and the method has the advantages of low catalyst use equivalent, mild reaction conditions, high substrate universality and high yield.

Mono C-alkylation and mono C-benzylation of barbituric acids through zinc/acid reduction of acyl, benzylidene, and alkylidene barbiturate intermediates

Jursic, Branko S.,Stevens, Edwin D.

, p. 2203 - 2210 (2007/10/03)

Through systematic exploration of reaction conditions, very efficient preparative procedures for obtaining large quantities of substituted 5-alkyl and 5-benzylbarbituric acids were developed. The procedure involves a two step preparation in which the second step is zinc dust/acid reduction. For preparation of 5-alkylbarbiturates, the first step is the preparation of either 5-acyl or 5-alkylidenebarbiturate. If 5-benzylbarbiturate is the target product, then the first step includes the preparation of 5-benzylidene. Regardless of the nature of the first step, all reactions presented synthetic yields around 90% and isolation and purification involves only crystallization.

Reductive C-alkylation of barbituric acid derivatives with carbonyl compounds in the presence of platinum and palladium catalysts

Jursic, Branko S.,Neumann, Donna M.

, p. 4103 - 4107 (2007/10/03)

Effective synthetic procedures for the preparation of mono- and di-C-alkylated barbituric acid derivatives through palladium and platinum catalytic hydrogenation of solutions of barbituric acids (unsubstituted, N-mono, and N,N′-disubstituted barbituric acids) and carbonyl compounds (aliphatic and aromatic aldehydes and ketones).

ALKYLATION OF 1,3-DIMETHYLBARBITURIC ACID BY ALKYL IODIDES

Krasnov, K. A.,Slesarev, V. I.,Artem'eva, Z. L.

, p. 1402 - 1405 (2007/10/02)

The alkylation of 1,3-dimethylbarbituric acid by methyl iodide, ethyl iodide, and isopropyl iodide in the presence of triethylamine was investigated.The kinetics of the process were studied, and it was shown that the steric and electronic factors affect the rate of the alkylation reactions.Only the products from alkylation at the C5 atom are formed in the case of methyl iodide, and concurrent alkylation at the C5 and O4(6) atoms is observed with ethyl iodide and isopropyl iodide.

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