ISOXANTHOPTERIN

ChemicalBook > CAS DataBase List > ISOXANTHOPTERIN

Product Name: ISOXANTHOPTERIN
CAS No.: 529-69-1
Chemical Name: ISOXANTHOPTERIN
Synonyms: Mesopterin;Ranachrome 4;ISOXANTHOPTERIN;isoxanthopterine;ISOXANTHOPTERIN 98+%;Isoxanthopterin ,97%;2-aminopteridine-4,7-diol;2-Amino-4,7-pteridinediol;ISOXANTHOPTERIN USP/EP/BP;ISOXANTHOPTERIN APPROX. 99%
CBNumber: CB9734674
Molecular Formula: C6H5N5O2
Formula Weight: 179.14
MOL File: 529-69-1.mol

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ISOXANTHOPTERIN Property

Melting point:: >300 °C
Density: 2.17±0.1 g/cm3(Predicted)
storage temp.: room temp
solubility: DMSO (Very Slightly)
pka: 11.32±0.20(Predicted)
form: powder
color: off-white
BRN: 181594
LogP: -3.760 (est)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 22-24/25-36-26
WGK Germany: 3
RTECS: UO3425000
F: 10-23
HS Code: 29335990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 17564
Product name: Isoxanthopterin
Purity: ≥95%
Packaging: 10mg
Price: $37
Updated: 2024/03/01

Cayman Chemical

Product number: 17564
Product name: Isoxanthopterin
Purity: ≥95%
Packaging: 50mg
Price: $108
Updated: 2024/03/01

Cayman Chemical

Product number: 17564
Product name: Isoxanthopterin
Purity: ≥95%
Packaging: 100mg
Price: $178
Updated: 2024/03/01

TRC

Product number: I918343
Product name: Isoxanthopterin
Packaging: 2.5mg
Price: $50
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FI08026
Product name: Isoxanthopterin
Packaging: 25mg
Price: $52.5
Updated: 2021/12/16

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ISOXANTHOPTERIN Chemical Properties,Usage,Production

Chemical Properties

Off-white powder

Uses

Isoxanthopterin is a substrate for the enzyme isoxanthopterin deaminase.

Definition

ChEBI: 2-aminopteridine-4,7-diol is a dihydroxypteridine.

Synthesis Reference(s)

Journal of the American Chemical Society, 75, p. 4450, 1953 DOI: 10.1021/ja01114a016

Biological Activity

isoxanthopterin interferes with rna and dna synthesis.isoxanthopterin, a natural intermediate in the pteridine pathway, plays critical roles in pigmentation and cell division.

in vitro

isoxanthopterin was identified as a pteridine of wide natural occurrence and was reported to exerts an inhibitory action on the synthesis of ribosomal rna, possibly soluble rna and on dna in developing eggs of the milkweed bug oncopeltus fasciatus. such effects were measured by partially incubating dechorionated eggs in a solution containing isoxanthopterin and radioactive uridine or thymidine, and then testing the incorporation of the isotope into ribosomal rna or dna. the detailed mechanism of this inhibition had been discussed, and the tentative conclusion was agreed that it was due to an interaction between the pteridine and the nucleic acid (most probably dna) [1].

in vivo

previous animal study showed that rats with inherited retinal dystrophy appeared to differ from healthy rats by an elevated isoxanthopterin excretion in urine. rcs rats responded to feeding of monapterin with an increase of isoxanthopterin excretion. this phenomenon supported the idea that the rcs rat had an increased xanthinoxidase activity compared with healthy rats [2].

Purification Methods

Purify it by repeated precipitation from alkaline solution with acid (preferably AcOH or formic acid), filter, wash well with H2O, then EtOH and dry at 100o. The purity is checked by paper chromatography [RF 0.15 (n-BuOH/AcOH/H2O, 4:1:1); 0.33 (3% aqueous NH4OH). [Goto et al. Arch Biochem Biophys 111 8 1965.] [For biochemistry see Blakley Biochemistry of Folic Acid and Related Pteridines North Holland Publ Co, Amsterdam 1969.] [Beilstein 26 III/IV 3999.]

References

[1] lagowski, j. m. and forrest, h.s. interaction in vitro between isoxanthopterin and dna. proceedings of the national academy of sciences of the united states of america 58(4), 1541-1547 (1967).
[2] g. cremer-bartels, h. gerding, l. hanneken and k. krause. isoxanthopterin excretion of rats with inherited retinal dystrophy. pteridines vol. 2, 1990, pp. 103 -105.

ISOXANTHOPTERIN Preparation Products And Raw materials

Raw materials

Sodium dithionite Sodium acetate Sodium acetate trihydrate Sodium Sodium nitrite Guanidine hydrochloride ETHYL 2-ETHOXY-2-HYDROXYACETATE Acetic acid Ethyl cyanoacetate

Preparation Products

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529-69-1, ISOXANTHOPTERINRelated Search:

Isobutyroin 4,7-DIHYDROXYPTERIDINE 6-METHYL-8-(2-DEOXY-B-D-RIBOFURANOSYL)ISOXANTHOPTERIN ISOXANTHOPTERIN-8-BETA-D-2''-DESOXYRIBOFURANOSIDE 3-Methyl-8-(2’-deoxy-3’,5’-di-O-toluoyl--D-ribofuranosyl)isoxanthopterin 3-METHYL-8-(2-DEOXY-B-D-RIBOFURANOSYL)ISOXANTHOPTERIN ISOXANTHOPTERIN-8-BETA-D-RIBOFURANOSIDE 3-methyl-8-(2-deoxyribofuranosyl)isoxanthopterin 3-METHYL-8-(2'-DEOXY-3',5'-DI-O-TOLUOYL-A-D-RIBOFURANOSYL)ISOXANTHOPTERIN 3-METHYL-8-(2'-DEOXY-3',5'-DI-O-TOLUOYL-A,B-D-RIBOFURANOSYL)ISOXANTHOPTERIN 3-Methyl-8-(2-deoxy-b-D-ribofuranosyl)isoxanthopterin 3-METHYL-8-(2'-DEOXY-3',5'-DI-O-TOLUOYL-B-D-RIBOFURANOSYL)ISOXANTHOPTERIN ISOXANTHOPTERIN

2-amino-4,7(1h,8h)-pteridinedione

2-amino-4,7(3h,8h)-pteridinedione

8h)-pteridinedione,2-amino-7(1h

8h)-pteridinedione,2-amino-7(3h

ISOXANTHOPTERIN

2-AMINO-4,7-DIHYDROXY-1,3,5,8-TETRAAZANAPHTHALENE

2-AMINO-4,7-DIHYDROXYPTERIDINE

2-aminopteridine-4,7-diol

isoxanthopterine

ISOXANTHOPTERIN APPROX. 99%

ISOXANTHOPTERIN 98+%

2-amino-1,8-dihydropteridine-4,7-dione

4,7(1H,8H)-Pteridinedione,2-amino-(9CI)

2-AMINOPTERIDINE-4,7(1H,8H)-DIONE

2-amino-1,8-dihydropteridine-4,7-quinone

2-azanyl-1,8-dihydropteridine-4,7-dione

Isoxanthopterin ,97%

Isoxanthopterin,2-Amino-4,7-dihydroxy-1,3,5,8-tetraazanaphthalene, 2-Amino-4,7-dihydroxypteridine, 2-Amino-4,7-pteridinediol

2-Amino-4,7-dihydroxy-1,3,5,8-tetraazanaphthalene, 2-Amino-4,7-dihydroxypteridine, 2-Amino-4,7-pteridinediol

Mesopterin

Ranachrome 4

2-Amino-4,7-pteridinediol

4,7(3H,8H)-Pteridinedione, 2-amino-

ISOXANTHOPTERIN USP/EP/BP

529-69-1

C6H5N5O2

Nucleoside Analogs

Nucleosides, Nucleotides, Oligonucleotides

Biochemicals and Reagents

BioChemical

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