Welcome to LookChem.com Sign In|Join Free

CAS

  • or
4-AMINO-2-MERCAPTOPYRIMIDINE is an organic compound with the molecular formula C5H6N4S. It features an amino group at the 4-position and a thiol (-SH) group at the 2-position, attached to a pyrimidine ring. This unique structure endows it with specific chemical and biological properties, making it a versatile molecule for various applications in different fields.

333-49-3 Suppliers

Post Buying Request

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier
  • 333-49-3 Structure
  • Basic information

    1. Product Name: 4-AMINO-2-MERCAPTOPYRIMIDINE
    2. Synonyms: THIOCYTOSINE;2(1H)-Pyrimidinethione, 4-amino-;2(1H)-Pyrimidinone, 4-aminothio-;4-amino-2(1h)-pyrimidinethion;4-Amino-2(1H)-pyrimidinethione;Cytosine, 2-thio-;Cytosine, thio-;2-THIOCYTOSINE
    3. CAS NO:333-49-3
    4. Molecular Formula: C4H5N3S
    5. Molecular Weight: 127.17
    6. EINECS: 206-374-3
    7. Product Categories: PYRIMIDINE;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides;Sulfur & Selenium Compounds;Inhibitors
    8. Mol File: 333-49-3.mol
  • Chemical Properties

    1. Melting Point: 285-290 °C (dec.)(lit.)
    2. Boiling Point: 232.1°Cat760mmHg
    3. Flash Point: 94.1°C
    4. Appearance: Yellow/Powder
    5. Density: 1.313 (estimate)
    6. Vapor Pressure: 0.0602mmHg at 25°C
    7. Refractive Index: 1.5800 (estimate)
    8. Storage Temp.: -20?C Freezer
    9. Solubility: DMSO (Slightly), Water (Slightly)
    10. PKA: 7.91±0.10(Predicted)
    11. BRN: 112435
    12. CAS DataBase Reference: 4-AMINO-2-MERCAPTOPYRIMIDINE(CAS DataBase Reference)
    13. NIST Chemistry Reference: 4-AMINO-2-MERCAPTOPYRIMIDINE(333-49-3)
    14. EPA Substance Registry System: 4-AMINO-2-MERCAPTOPYRIMIDINE(333-49-3)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: 22-24/25
    4. WGK Germany: 3
    5. RTECS: UW0520000
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 333-49-3(Hazardous Substances Data)

333-49-3 Usage

Uses

Used in Pharmaceutical Industry:
4-AMINO-2-MERCAPTOPYRIMIDINE is used as an inhibitor of iodothyronine 5'-deiodinase, an enzyme that plays a crucial role in the metabolism of thyroid hormones. By inhibiting this enzyme, the compound can modulate the levels of active thyroid hormones in the body, which may have therapeutic applications in treating thyroid-related disorders.
Used in Radiation Chemistry Research:
4-AMINO-2-MERCAPTOPYRIMIDINE is used as a model compound to study the reactions involved in hole transfer (HT) in X-irradiated doped cytosine monohydrate. This research helps in understanding the fundamental processes of radiation-induced damage in biological systems, which is essential for developing strategies to protect cells and tissues from radiation-induced injuries.

Purification Methods

It is recrystallised from hot H2O and dried at 100o to constant weight. [Brown J Appl Chem (London) 9 203 1959, Russell et al. J Am Chem Soc 71 2279 1949.] It is used in transcription and translation studies [Rachwitz & Scheit Eur J Biochem 72 191 1977].

Check Digit Verification of cas no

The CAS Registry Mumber 333-49-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,3 and 3 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 333-49:
(5*3)+(4*3)+(3*3)+(2*4)+(1*9)=53
53 % 10 = 3
So 333-49-3 is a valid CAS Registry Number.
InChI:InChI=1/C4H5N3S/c5-3-1-2-6-4(8)7-3/h1-2H,(H3,5,6,7,8)

333-49-3 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Aldrich

  • (233625)  2-Thiocytosine  97%

  • 333-49-3

  • 233625-1G

  • 604.89CNY

  • Detail

333-49-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-AMINO-2-MERCAPTOPYRIMIDINE

1.2 Other means of identification

Product number -
Other names 6-AMino-2-pyriMidinethione

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:333-49-3 SDS

333-49-3Relevant articles and documents

Selective Prebiotic Synthesis of α-Threofuranosyl Cytidine by Photochemical Anomerization

Colville, Ben W. F.,Powner, Matthew W.

, p. 10526 - 10530 (2021)

The structure of life's first genetic polymer is a question of intense ongoing debate. The “RNA world theory” suggests RNA was life's first nucleic acid. However, ribonucleotides are complex chemical structures, and simpler nucleic acids, such as threose nucleic acid (TNA), can carry genetic information. In principle, nucleic acids like TNA could have played a vital role in the origins of life. The advent of any genetic polymer in life requires synthesis of its monomers. Here we demonstrate a high-yielding, stereo-, regio- and furanosyl-selective prebiotic synthesis of threo-cytidine 3, an essential component of TNA. Our synthesis uses key intermediates and reactions previously exploited in the prebiotic synthesis of the canonical pyrimidine ribonucleoside cytidine 1. Furthermore, we demonstrate that erythro-specific 2′,3′-cyclic phosphate synthesis provides a mechanism to photochemically select TNA cytidine. These results suggest that TNA may have coexisted with RNA during the emergence of life.

Prebiotic phosphorylation of 2-thiouridine provides either nucleotides or DNA building blocks via photoreduction

Xu, Jianfeng,Green, Nicholas J.,Gibard, Clémentine,Krishnamurthy, Ramanarayanan,Sutherland, John D.

, p. 457 - 462 (2019/04/08)

Breakthroughs in the study of the origin of life have demonstrated how some of the building blocks essential to biology could have been formed under various primordial scenarios, and could therefore have contributed to the chemical evolution of life. Missing building blocks are then sometimes inferred to be products of primitive biosynthesis, which can stretch the limits of plausibility. Here, we demonstrate the synthesis of 2′-deoxy-2-thiouridine, and subsequently 2′-deoxyadenosine and 2-deoxyribose, under prebiotic conditions. 2′-Deoxy-2-thiouridine is produced by photoreduction of 2,2′-anhydro-2-thiouridine, which is in turn formed by phosphorylation of 2-thiouridine—an intermediate of prebiotic RNA synthesis. 2′-Deoxy-2-thiouridine is an effective deoxyribosylating agent and may have functioned as such in either abiotic or proto-enzyme-catalysed pathways to DNA, as demonstrated by its conversion to 2′-deoxyadenosine by reaction with adenine, and 2-deoxyribose by hydrolysis. An alternative prebiotic phosphorylation of 2-thiouridine leads to the formation of its 5′-phosphate, showing that hypotheses in which 2-thiouridine was a key component of early RNA sequences are within the bounds of synthetic credibility.

A nucleoside compound synthesis method (by machine translation)

-

Paragraph 0040; 0057-0060, (2017/08/27)

The invention relates to a method for synthesis of nucleoside compound, in particular of formula I and II shown in the preparation method of the compound, in the formula I and II, R1 And R2 Respectively is independently an hydroxy protecting group, preferably benzoyl, trityl, disubstituted phenyl, ethyl or tertiary butyl dimethyl silyl group; R3 And R4 Is alkyl (preferably C1 - C10 Alkyl, more preferably methyl, ethyl) or halogen (such as F, Cl or Br); B is the following arbitrary group wherein R5 Hydrogen or alkyl (preferably C1 - C10 Alkyl, more preferably methyl); X is hydroxyl or amino; Y is sulfur. (by machine translation)

A prebiotically plausible synthesis of pyrimidine β-ribonucleosides and their phosphate derivatives involving photoanomerization

Xu, Jianfeng,Tsanakopoulou, Maria,Magnani, Christopher J.,Szabla, Rafa?,?poner, Judit E.,?poner, Ji?í,Góra, Robert W.,Sutherland, John D.

, p. 303 - 309 (2017/04/03)

Previous research has identified ribose aminooxazoline as a potential intermediate in the prebiotic synthesis of the pyrimidine nucleotides with remarkable properties. It crystallizes spontaneously from reaction mixtures, with an enhanced enantiomeric excess if initially enantioenriched, which suggests that reservoirs of this compound might have accumulated on the early Earth in an optically pure form. Ribose aminooxazoline can be converted efficiently into α-ribocytidine by way of 2,2'-anhydroribocytidine, although anomerization to β-ribocytidine by ultraviolet irradiation is extremely inefficient. Our previous work demonstrated the synthesis of pyrimidine β-ribonucleotides, but at the cost of ignoring ribose aminooxazoline, using arabinose aminooxazoline instead. Here we describe a long-sought route through ribose aminooxazoline to the pyrimidine β-ribonucleosides and their phosphate derivatives that involves an extraordinarily efficient photoanomerization of α-2-thioribocytidine. In addition to the canonical nucleosides, our synthesis accesses β-2-thioribouridine, a modified nucleoside found in transfer RNA that enables both faster and more-accurate nucleic acid template-copying chemistry.

Method for synthesis of cytosine

-

Paragraph 0019, (2017/04/07)

The invention discloses a synthesis method of cytosine. The preparation process comprises the following steps: selecting 3-hydroxy acrylonitrile sodium salt and thiourea as raw materials; when preparing, adding a catalyst and an organic solvent to a reaction kettle, uniformly stirring, and sequentially adding the 3-hydroxy acrylonitrile sodium salt and the thiourea; raising temperature to 50-90 DEG C and carrying out a cyclization reaction for 6-10 hours to obtain a cyclization reaction solution; evaporating out the solvent in the cyclization reaction solution, and adding water and hydrochloric acid to obtain an intermediate product solution; dropping hydrogen peroxide to the intermediate product solution, raising temperature to 60-90 DEG C and preserving heat for 18-24 hours; regulating pH value through a sodium hydroxide solution, and cooling to 10-15 DEG C when the pH value is 7.0-7.5; and after cooling, filtering, washing and drying to obtain the cytosine. The synthesis method disclosed by the invention has the advantages that the process is simple in step, short in production cycle and low in cost; moreover, a raw material conversion rate is high, and the synthesized product is good in quality, high in yield, convenient in post-treatment and applicable to industrial production.

SUBSTITUTED PYRIDINONE DERIVATIVES AND METHODS FOR MANUFACTURING THE SAME

-

Page/Page column 17, (2012/02/05)

Disclosed are a novel compound or a pharmaceutically acceptable salt thereof, a preparation method thereof, and the compound-containing pharmaceutical composition for treating a metabolic disorder. Specifically, the disclosed compound is represented by [Formula 1]. The compound activates GPR119, and thus can be used for treating metabolic disorders, that is, diabetes mellitus, diabetes mellitus-related diseases, diabetes mellitus-related microvessel complications, diabetes mellitus-related large vessel complications, cardiovascular disorders, metabolic syndrome and its constituent diseases, obesity, and other diseases. In Formula 1, P1, P2, P3, P4, L1, R4, n4, X, Y, Z1 and Z2 are the same as defined above.

Investigation on possibility of rearrangement of pyrimidine-5-carboxylic acids esters

Scherbinina,Dar'In,Lobanov

experimental part, p. 1109 - 1115 (2011/10/02)

A previously reported rearrangement of pyrimidine-5-carboxylic acids esters to 5-acylpyrimidones does not, in fact, occur in any of the examples studied by us.

Artificial DNA base pair analogues

-

, (2008/06/13)

The present invention is directed to new artificial base pairs comprising complementary artificial purines and pyrimidines and methods of using artificial complementary base pairs.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 333-49-3