ChemicalBook > CAS DataBase List > D-(+)-NEOPTERIN

D-(+)-NEOPTERIN

Product Name: D-(+)-NEOPTERIN
CAS No.: 2009-64-5
Chemical Name: D-(+)-NEOPTERIN
Synonyms: NEOPTERIN;(+)-NEOPTERIN;2-Amino-6-((1S;D-erythro-Form;D-(+)-NEOPTERIN;Neopterin (7CI);D(+)-Neopterin,99%;D-(PLUS)-NEOPTERINE;D-ERYTHRO-NEOPTERIN;D(+)-Neopterin, 99% 10MG
CBNumber: CB2734079
Molecular Formula: C9H11N5O4
Formula Weight: 253.21
MOL File: 2009-64-5.mol

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D-(+)-NEOPTERIN Property

Melting point:: >232°C (dec.)
alpha: D25 +45 ± 3° (c = 0.3 in 0.1N HCl)
Boiling point:: 396.41°C (rough estimate)
Density: 1.3957 (rough estimate)
refractive index: 1.7610 (estimate)
storage temp.: 2-8°C
solubility: Aqueous Acid (Slightly, Sonicated), Aqueous Base (Slightly)
form: Off-white to yellow solid.
pka: 12.60±0.20(Predicted)
color: Light Orange to Light Brown
Merck: 13,6490
BRN: 89070
Stability:: Hygroscopic
InChI: InChI=1S/C9H11N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h1,4,6,15-17H,2H2,(H3,10,11,13,14,18)/t4-,6+/m1/s1
InChIKey: BMQYVXCPAOLZOK-XINAWCOVSA-N
SMILES: N1C2C(=NC([C@H](O)[C@H](O)CO)=CN=2)C(=O)NC=1N

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26
WGK Germany: 3
F: 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

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: N3386
Product name: D-(+)-Neopterin
Purity: ≥97.5% (sum of enantiomers, HPLC)
Packaging: 10mg
Price: $78.3
Updated: 2025/07/31

Sigma-Aldrich

Product number: N3386
Product name: D-(+)-Neopterin
Purity: ≥97.5% (sum of enantiomers, HPLC)
Packaging: 25mg
Price: $146
Updated: 2025/07/31

Cayman Chemical

Product number: 12057
Product name: Neopterin
Purity: ≥98%
Packaging: 10mg
Price: $36
Updated: 2024/03/01

Cayman Chemical

Product number: 12057
Product name: D-Neopterin
Purity: ≥98%
Packaging: 25mg
Price: $68
Updated: 2024/03/01

Cayman Chemical

Product number: 12057
Product name: Neopterin
Purity: ≥98%
Packaging: 50mg
Price: $117
Updated: 2024/03/01

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D-(+)-NEOPTERIN Chemical Properties,Usage,Production

Description

Neopterin is a pyrazino-pyrimidine compound derived from GTP that represents an intermediate product in the synthetic pathway of biopterin and is an essential cofactor in neurotransmitter synthesis. Neopterin is released from macrophages upon immune stimulation with interferon-γ from activated T cells. It is routinely used as a biochemical tool to screen for and monitor the progression of certain diseases accompanied by hyperimmune stimulation.

Chemical Properties

off-white to yellow solid

Uses

Precursor in the biosynthesis of Biopterin. First isolated from the pupae of bees.

Uses

D-(+)-Neopterin has been used as a NADPH oxidase inhibitor while assessing the ability of NADPH oxidases in breast cancer cells to produce reactive oxygen species (ROS). [NADPH= nicotinamide adenine dinucleotide phosphate]

General Description

D-(+)-Neopterin is a pteridine derivative, naturally found in Dictyostelium discoideum. It is found in significant amounts in the urine of cancer patients.

Biochem/physiol Actions

Pterin cofactor; precursor of BH4 (tetrahydrobiopterin).

storage

Store at -20°C

Purification Methods

Purification is as for biopterin. Also purify it on a Dowex-1 x 8 (formate form) column and elute with 0.03M ammonium formate buffer pH 8.0 then pH 7.2. The fluorescent neopterin fraction is evaporated under reduced pressure, leaving neopterin and ammonium formate (the latter sublimes out at high vacuum) behind. Stir the residue for 24hours with EtOH, collect the solid and recrystallise it from H2O. [Viscontini et al. Helv Chim Acta 53 1202 1970, cf Wachter et al. Eds Neopterin W de Gruyter, Berlin 1992, ISBN 9783110117905, Beilstein 26 IV 4038.]

References

[1] RONG-SEN SHEN Yixian Z Aftab Alam. Inhibition of GTP cyclohydrolase I by pterins[J]. Biochimica et biophysica acta. General subjects, 1988, 965 1: Pages 9-15. DOI: 10.1016/0304-4165(88)90144-4
[2] C HUBER. Immune response-associated production of neopterin. Release from macrophages primarily under control of interferon-gamma.[J]. Journal of Experimental Medicine, 1984, 160 1: 310-316. DOI: 10.1084/jem.160.1.310

D-(+)-NEOPTERIN Preparation Products And Raw materials

Raw materials

Preparation Products

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D-(+)-NEOPTERIN Suppliers

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2009-64-5, D-(+)-NEOPTERINRelated Search:

Pyrazine ANTI-NEOPTERIN (6R)-Heptaacetyl-5-ethyl-5,6,7,8-tetrahydro-D-neopterin NEOPTERIN NEOPTERIN ELISA KIT 96 WELLS NEOPTERIN, 7,8-DIHYDRO-D,7,8-DIHYDRO-D-NEOPTERIN (-)-L-Neopterin,L-Neopterin,L-erythro-Neopterin neopterin-3'-triphosphate 4-HYDROXYPTERIDINE 2-Pyrazinylmethanol 2-Propylpyrazine 2-(2'-HYDROXYETHYL)PYRAZINE D-(+)-NEOPTERIN Neopterin

(+)-NEOPTERIN

2-Amino-6-((1S

3-trihydroxypropyl)pteridin-4(3H)-one

2-Amino-6-[(1S,2R)-1,2,3-trihydroxypropyl]-4(3H)-pteridinone

NEOPTERIN

D-(+)-NEOPTERIN

D(+)-6-(ERYTHRO-1,2,3-TRIHYDROXYPROPYL)PTERIN

D-ERYTHRO-NEOPTERIN

[S-(R*,S*)]-2-amino-6-(1,2,3-trihydroxypropyl)-1H-pteridin-4-one

D-(PLUS)-NEOPTERINE

1-(2-amino-4-hydroxy-pteridin-6-yl)propane-1,2,3-triol

2-Amino-6-[(1R,2S)-1,2,3-trihydroxypropyl]pteridin-4(1H)-one

D(+)-Neopterin,99%

D(+)-Neopterin, 99% 10MG

2-AMino-6-[(1S,2R)-1,2,3-trihydroxypropyl]-

D-(+)-Neopterin >=97.5% (suM of enantioMers, HPLC)

D-erythro-Form

D-Neopterin [D-erythro-Neopterin]

2-Amino-6-((1S,2R)-1,2,3-trihydroxypropyl)pteridin-4(3H)-one

4(3H)-Pteridinone, 2-amino-6-[(1S,2R)-1,2,3-trihydroxypropyl]-

Neopterin (7CI)

inhibit,Endogenous Metabolite,Inhibitor,Neopterin

Sapropterin Impurity 22 (D-Neopterin)

Neopterin, 10 mM in DMSO

<sc>D</sc>-(+)-Neopterin

2009-64-5

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