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6-Iodouracil is a chemical compound derived from uracil, a fundamental component of RNA. It is an iodine-substituted variant of uracil, where the iodine atom replaces one of the hydrogen atoms at the carbon-6 position on the uracil ring. This modification endows 6-Iodouracil with unique properties that make it valuable in various scientific and medical applications.

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  • 4269-94-7 Structure
  • Basic information

    1. Product Name: 6-Iodouracil
    2. Synonyms: 2,4(1H,3H)-Pyrimidinedione, 6-iodo-;6-iodo-1,2,3,4-tetrahydropyriMidine-2,4-dione;6-iodouracil:6-iodo-1h-pyrimidine-2,4-dione;6-IODOURACIL;6-Iodo-1H-pyrimidine-2,4-dione
    3. CAS NO:4269-94-7
    4. Molecular Formula: C4H3IN2O2
    5. Molecular Weight: 237.98
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 4269-94-7.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 2.394 g/cm3
    6. Refractive Index: 1.705
    7. Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
    8. Solubility: N/A
    9. PKA: 6.32±0.10(Predicted)
    10. CAS DataBase Reference: 6-Iodouracil(CAS DataBase Reference)
    11. NIST Chemistry Reference: 6-Iodouracil(4269-94-7)
    12. EPA Substance Registry System: 6-Iodouracil(4269-94-7)
  • 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: 4269-94-7(Hazardous Substances Data)

4269-94-7 Usage

Uses

Used in Molecular Biology and Biochemistry Research:
6-Iodouracil is utilized as a research tool for labeling and studying nucleic acids. Its distinct chemical properties allow for the tracking and analysis of RNA structures and functions within biological systems.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 6-Iodouracil serves as a key component in the synthesis of various drugs. Its unique structure contributes to the development of new therapeutic agents with potential applications in treating different diseases.
Used in Organic Compound Preparation:
6-Iodouracil is employed as a precursor in the preparation of a range of organic compounds. Its reactivity and structural features make it a versatile building block for the creation of novel chemical entities.
Used in Cancer Treatment Research:
6-Iodouracil is being investigated for its potential anti-tumor properties. Its therapeutic applications are currently under exploration for the treatment of various types of cancer, offering a promising avenue for future cancer therapies.
Used in Laboratory Settings with Caution:
Due to its mutagenic and genotoxic effects, 6-Iodouracil requires careful handling and use in laboratory settings. Researchers must adhere to safety protocols to minimize potential risks associated with its use.

Check Digit Verification of cas no

The CAS Registry Mumber 4269-94-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,2,6 and 9 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 4269-94:
(6*4)+(5*2)+(4*6)+(3*9)+(2*9)+(1*4)=107
107 % 10 = 7
So 4269-94-7 is a valid CAS Registry Number.
InChI:InChI=1/C4H3IN2O2/c5-2-1-3(8)7-4(9)6-2/h1H,(H2,6,7,8,9)

4269-94-7Upstream product

4269-94-7Relevant articles and documents

Toward Fractioning of Isomers through Binding-Induced Acceleration of Azobenzene Switching

Vulcano, Rosaria,Pengo, Paolo,Velari, Simone,Wouters, Johan,De Vita, Alessandro,Tecilla, Paolo,Bonifazi, Davide

, p. 18271 - 18280 (2017)

The E/Z isomerization process of a uracil-azobenzene derivative in which the nucleobase is conjugated to a phenyldiazene tail is studied in view of its ability to form triply H-bonded complexes with a suitably complementary 2,6-diacetylamino-4-pyridine ligand. UV-vis and 1H NMR investigations of the photochemical and thermal isomerization kinetics show that the thermal Z E interconversion is 4-fold accelerated upon formation of the H-bonded complex. DFT calculations show that the formation of triple H-bonds triggers a significant elongation of the NN double bond, caused by an increase of its g? antibonding character. This results in a reduction of the NN torsional barrier and thus in accelerated thermal Z E isomerization. Combined with light-controlled E Z isomerization, this enables controllable fractional tuning of the two configurational isomers.

PROKINETICIN 1 RECEPTOR ANTAGONISTS FOR THE TREATMENT OF PAIN

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Page/Page column 37, (2012/01/13)

Disclosed are compounds, compositions and methods for treating pain, including inflammatory, visceral, and acute pain. Such compounds are represented by Formula (I) as follows: wherein A1, L1, D, L2, and Q are defined herein.

PROKINETICIN 1 RECEPTOR ANTAGONISTS FOR THE TREATMENT OF PAIN

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Page/Page column 43, (2012/01/13)

Disclosed are compounds, compositions and methods for treating pain, including inflammatory, visceral, and acute pain. Such compounds are represented by Formula (I) as follows: wherein A1, L1, D, and Q are defined herein.

Prokineticin 1 receptor antagonists

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Page/Page column 43-44, (2008/12/04)

The present invention relates to certain novel compounds of Formula (I): and methods for preparing these compounds, compositions, intermediates and derivatives thereof and for the treatment of prokineticin 1 or prokinetin 1 receptor mediated disorders.

PROKINETICIN 2 RECEPTOR ANTAGONISTS

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Page/Page column 115-116, (2010/11/28)

The present invention relates to certain novel compounds of Formula (I): and methods for the treatment of prokineticin 2 or prokinetin 2 receptor mediated disorders.

PYRIMIDINDIONE DERIVATIVES AS PROKINETICIN 2 RECEPTOR ANTAGONISTS

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Page/Page column 97-98, (2010/11/24)

The present invention relates to certain novel compounds of Formula (I), which are suitable for the treatment of prokineticin 2 or prokinetin 2 receptor mediated disorders.

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