8-Azaguanine

Modify Date: 2025-08-20 07:44:15

8-Azaguanine Structure
8-Azaguanine structure
Common Name 8-Azaguanine
CAS Number 134-58-7 Molecular Weight 152.114
Density 2.6±0.1 g/cm3 Boiling Point N/A
Molecular Formula C4H4N6O Melting Point >300 °C(lit.)
MSDS Chinese USA Flash Point 129.1ºC
Symbol GHS07
GHS07
Signal Word Warning

 Use of 8-Azaguanine


8-Azaguanine is a purine analogue which shows antineoplastic activity.

 Names

Name 8-azaguanine
Synonym More Synonyms

 8-Azaguanine Biological Activity

Description 8-Azaguanine is a purine analogue which shows antineoplastic activity.
Related Catalog
In Vitro 8-Azaguanine is a purine analogue which shows antineoplastic activity. The results show that cell viability decreases after incubation with 8-Azaguanine, in a dose and time dependent manner. After 24 h of treatment with 8-Azaguanine the IC50 for CEM cell line is about 100 μM while for MOLT3 cell line the IC50 is about 10 μM. CEM and MOLT3 cells surface expression of CD26 increases after treatment with 8-Azaguanine in a concentrations dependent manner[1].
Cell Assay Detection of apoptosis and necrosis is analyzed by Annexin V and propidium iodide staining. After incubation in the absence or in the presence of 8-Azaguanine, cells are washed (centrifuged at 300×g during 5 min) and incubated for 10 min at 4°C in 440 μL Annexin buffer, containing 5 μL Annexin V and 5 μL propidium iodide. Then cells are washed and re-suspended in phosphate buffered saline (PBS) until analysis[1].
References

[1]. Dourado M, et al. CD26/DPPIV expression and 8-azaguanine response in T-acute lymphoblastic leukaemia cell lines in culture. Pathophysiology. 2007 May;14(1):3-10.

 Chemical & Physical Properties

Density 2.6±0.1 g/cm3
Melting Point >300 °C(lit.)
Molecular Formula C4H4N6O
Molecular Weight 152.114
Flash Point 129.1ºC
Exact Mass 152.044662
PSA 113.34000
LogP -0.71
Vapour Pressure 0.00149mmHg at 25°C
Index of Refraction 2.308

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XZ6157000
CHEMICAL NAME :
7H-v-Triazolo(4,5-d)pyrimidin-7-one, 5-amino-1,6-dihydro-
CAS REGISTRY NUMBER :
134-58-7
LAST UPDATED :
199709
DATA ITEMS CITED :
19
MOLECULAR FORMULA :
C4-H4-N6-O
MOLECULAR WEIGHT :
152.14
WISWESSER LINE NOTATION :
T56 BNNM FVM INJ HZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1 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 :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1500 mg/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 :
100 mg/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 :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
30 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD10 - Lethal Dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
90 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
50 mg/kg
SEX/DURATION :
male 1 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
80 mg/kg
SEX/DURATION :
female 7 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
80 mg/kg
SEX/DURATION :
female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - musculoskeletal system Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue)

MUTATION DATA

TYPE OF TEST :
Mutation in mammalian somatic cells
TEST SYSTEM :
Rodent - hamster Lung
DOSE/DURATION :
30 mg/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 80,165,1981 *** REVIEWS *** TOXICOLOGY REVIEW 32XPAD "Teratology," Berry, C.L., and D.E. Poswillo, eds., New York, Springer, 1975 Volume(issue)/page/year: -,49,1975 TOXICOLOGY REVIEW CRTXB2 CRC Critical Reviews in Toxicology. (CRC Press, Inc., 2000 Corporate Blvd., NW, Boca Raton, FL 33431) V.1- 1971- Volume(issue)/page/year: 2,159,1973

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn:Harmful;
Risk Phrases R22
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS XZ6157000
HS Code 2933990090

 Synthetic Route

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8-Azaguanine Structure

8-Azaguanine

CAS#:134-58-7

Literature: Gazzetta Chimica Italiana, , vol. 24 I, p. 481 - 498 C: MVol.D1, 24.9.4.2, page 290 - 290

~%

8-Azaguanine Structure

8-Azaguanine

CAS#:134-58-7

Literature: Ber. Dtsch. Chem. Ges., , vol. 45, p. 2731 - 2740 C: MVol.D1, 24.9.4.2, page 290 - 290

 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%

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 Synonyms

2-Amino-6-hydroxy-8-azapurine,2-Amino-6-oxy-8-azapurine,8-AzaG
EINECS 205-148-1
8-Azaguanine
7H-1,2,3-triazolo[4,5-d]pyrimidin-7-one, 3,4,5,6-tetrahydro-5-imino-
MFCD00056937
7H-1,2,3-Triazolo(4,5-d)pyrimidin-7-one, 5-amino-1,4-dihydro-
5-imino-3,4,5,6-tetrahydro-7H-[1,2,3]triazolo[4,5-d]pyrimidin-7-one
5-amino-2,3-dihydrotriazolo[4,5-d]pyrimidin-7-one
7H-1,2,3-Triazolo[4,5-d]pyrimidin-7-one, 5-amino-1,6-dihydro-
5-Amino-1H-[1,2,3]triazolo[4,5-d]pyrimidin-7(6H)-one
5-Amino-1,4-dihydro-7H-[1,2,3]triazolo[4,5-d]pyrimidin-7-one
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