6-Biopterin

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Names

[ CAS No. ]:
22150-76-1

[ Name ]:
6-Biopterin

[Synonym ]:
D-erythro-Biopterin
2-Amino-6-[(1R,2S)-1,2-dihydroxypropyl]-4(1H)-pteridinone
4(1H)-Pteridinone, 2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-
2-Amino-6-[(1R,2S)-1,2-dihydroxypropyl]pteridin-4(8H)-one
biopterin
MFCD00036787
1,2-Propanediol, 1-(1,2-dihydro-4-hydroxy-2-imino-6-pteridinyl)-, (1R,2S)-
L-Biopterin
Pterin HB2
pterinhb2
(-)-Biopterin
L-Erythro-Biopterin
6-BIOPTERIN
EINECS 244-807-8
(1R,2S)-1-(4-Hydroxy-2-imino-1,2-dihydro-6-pteridinyl)-1,2-propanediol
[S-(R*,S*)]-2-Amino-6-(1,2-dihydroxypropyl)-4(1H)-pteridinone
(1'S,2'R)-Biopterin
Pterin H B2

Chemical & Physical Properties

[ Density]:
1.9±0.1 g/cm3

[ Boiling Point ]:
563.4±60.0 °C at 760 mmHg

[ Melting Point ]:
>210°C dec.

[ Molecular Formula ]:
C9H11N5O3

[ Molecular Weight ]:
237.215

[ Flash Point ]:
294.5±32.9 °C

[ Exact Mass ]:
237.086182

[ PSA ]:
138.01000

[ LogP ]:
-3.84

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.822

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UO3506000
CHEMICAL NAME :
4(3H)-Pteridinone, 2-amino-6-(L-erythro-1,2-dihydroxypropyl)-
CAS REGISTRY NUMBER :
22150-76-1
LAST UPDATED :
199509
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C9-H11-N5-O3
MOLECULAR WEIGHT :
237.25

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>3 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
879 mg/kg
TOXIC EFFECTS :
Kidney, Ureter, Bladder - changes in bladder weight Endocrine - changes in spleen weight

MUTATION DATA

TEST SYSTEM :
Insect - Drosophila melanogaster
DOSE/DURATION :
10 ug/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 128,147,1984

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
UO3506000

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • 1',2'-O-diacetyl-L-biopterin
  • 2,4,5-Triamino-6-hydroxypyrimidine sulfate
  • 2-N-ACETYL-1',2'-DI-O-ACETYL-6-BIOPTERIN
  • (1R,2S)-1-(2-amino-4-(cyclohexyloxy)pteridin-6-yl)-2-(methoxymethoxy)propan-1-ol
  • 5-DEOXY-L-ARABINOSE
  • 2,5,6-triamino-1H-pyrimidin-4-one

DownStream

  • 2-Amino-4-hydroxypteridine-6-carbaldehyde
  • Pterin-6-carboxylic acid
  • (6R)-5,6,7,8-Tetrahydro-L-biopterin dihydrochloride
  • 2-amino-6-[(1S,2S)-1,2-dihydroxypropyl]-4(1H)-Pteridinone
  • 2-amino-4-oxo-5,8-dihydro-1H-pteridine-6-carbaldehyde
  • Sapropterin
  • (6S)-Tetrahydro-L-biopterin

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Circulating tetrahydrobiopterin as a novel biomarker for abdominal aortic aneurysm.

Am. J. Physiol. Heart Circ. Physiol. 307(11) , H1559-64, (2014)

Rupture of abdominal aortic aneurysm (AAA) is unpredictable and lethal. A clinically valid biomarker to monitor the disease has not been available. Based on our recent discoveries that uncoupled endot...

Phenylalanine hydroxylase: function, structure, and regulation.

IUBMB Life 65(4) , 341-9, (2013)

Mammalian phenylalanine hydroxylase (PAH) catalyzes the rate-limiting step in the phenylalanine catabolism, consuming about 75% of the phenylalanine input from the diet and protein catabolism under ph...

Communication between the zinc and tetrahydrobiopterin binding sites in nitric oxide synthase.

Biochemistry 53(25) , 4216-23, (2014)

The nitric oxide synthase (NOS) dimer is stabilized by a Zn(2+) ion coordinated to four symmetry-related Cys residues exactly along the dimer 2-fold axis. Each of the two essential tetrahydrobiopterin...


More Articles

Related Compounds

  • 6-Biopterin-d3
  • 2-N-ACETYL-1',2'-DI-O-ACETYL-6-BIOPTERIN
  • 6-Allylamino-9-β-D-ribofuranosyl-9H-purin-2(1H)-one
  • 6-aminoundecanoic acid
  • 6-ethenyl-5,5-dimethyl-1,3-oxazinan-2-one
  • 6,9-Dihydro-7,8-dihydroxy-6,9-dioxo-2-phenazinecarboxylic acid
  • 1-[(4-Bromo-2-isopropyl-5-methylphenyl)sulfonyl]-4-piperidinecarboxamide
  • 2-((2-Methoxyethyl)amino)-2-methylpropanenitrile
  • Methyl 3-(furan-3-yl)benzoate
  • 2-[[5-(4-fluorophenyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(4-phenyldiazenylphenyl)acetamide
  • 2-{[(4-Fluorophenyl)methyl]amino}-2-methylpropanenitrile
  • [1-(Propane-1-sulfonyl)piperidin-4-yl]methanamine
  • Ethyl 2,2-difluoro-4-oxobutanoate
  • 3-(prop-2-yn-1-yl)benzofuro[3,2-d]pyrimidin-4(3H)-one
  • ethyl 2-(2-(4-oxobenzofuro[3,2-d]pyrimidin-3(4H)-yl)acetamido)acetate
  • methyl 2-(4-oxobenzofuro[3,2-d]pyrimidin-3(4H)-yl)acetate
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