Basic information
- CAS
1123-54-2- Standard SMILES
Nc1ncnc2n[nH]nc12- InChIKey
HRYKDUPGBWLLHO-UHFFFAOYSA-N- Molecular formula
- C4H4N6
- Average molar mass
- 136.12 g/mol
- Monoisotopic mass
- 136.04974415
Overview
8-azaadenine is a triazolopyrimidine that is [1,2,3]triazolo[4,5-d]pyrimidine bearing an amino substituent at position 7. It has a role as a Mycoplasma genitalium metabolite and an EC 1.17.3.2 (xanthine oxidase) inhibitor. It is an aromatic amine, a member of triazolopyrimidines and a nucleobase analogue.
Names & identifiers
- Preferred name
- 3H-1,2,3-Triazolo(4,5-d)pyrimidin-7-amine
- IUPAC
- 2H-triazolo[4,5-d]pyrimidin-7-amine
- English name
- 1H-1,2,3-Triazolo[4,5-d]pyrimidin-7-amine
- Molecular formula
- C4H4N6
- Molecular weight
- 136.11
Names & synonyms
8-Azaadenine1123-54-26-Amino-8-azapurine7-Amino-v-triazolo(d)pyrimidine7-Amino-1-v-triazolo(d)pyrimidine3H-N-Triazolo(4,5-d)pyrimidin-7-amine7-Amino-1H-v-triazolo(4,5-d)pyrimidine3H-1,2,3-Triazolo[4,5-d]pyrimidin-7-amine1H-v-Triazolo(4,5-d)pyrimidin-7-amine1H-v-Triazolo(4,5-d)pyrimidine, 7-amino-WPP3R9U93JNSC-32797
Show more names
8-Azaadebine6-azaadenineAdenine, 8-aza-8-Azaadenine >6-Amino-8-azaprine1H-1,2,3-Triazolo[48-AZA-6-AMINOPURINE8-AZAADENINE 99-100%
CHEBI:777513H-1,2,3-Triazolo(4,5-d)pyrimidin-7-amine3H-N-Triazolo[4,5-d]pyrimidin-7-amine7-Amino-v-triazolo[d]pyrimidine7-Amino-1-v-triazolo[d]pyrimidine8-aza-adenineRefChem:547603214-375-5
Database identifiers
- CAS
1123-54-2- PubChem CID
Properties
Computed structural properties
- XLogP
- -0.7
- Topological polar surface area
- 93.4 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 0
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 127
Experimental & physicochemical properties
LogP-0.96
Physicochemical properties
- Melting point
- 300 °C · >300 °C(lit.)
- Boiling point
- 240.36 °C · 240.36°C (rough estimate)
- Density
- 1.3184 · 1.3184 (rough estimate)
- refractive index
- 1.875 · 1.8750 (estimate)
- storage temp.
- 2 · Keep in dark place,Inert atmosphere,2-8°C
- solubility
- DMSO (Slightly), Methanol (Very Slightly, Heated, Sonicated)
- form
- Solid
- pka
- 12.81 · 12.81±0.20(Predicted)
- color
- White to Off-White
- InChI
- InChI=1S/C4H4N6/c5-3-2-4(7-1-6-3)9-10-8-2/h1H,(H3,5,6,7,8,9,10)
- InChIKey
- HRYKDUPGBWLLHO-UHFFFAOYSA-N
- SMILES
- C1=NC(N)=C2N=NNC2=N1
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS ClassificationNot Classified
Hazard information
Regulatory Information1H-1,2,3-Triazolo4,5-dpyrimidin-7-amine: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesNot Classified
Safety data
- F
- 10-23
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- XZ5680000
- hs_code
- 2933998090
- Toxicity
- mouse,LD50,intraperitoneal,315mg/kg (315mg/kg),Pharmaceutical Chemistry Journal Vol. 11, Pg. 224, 1977.
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_class
- IRRITANT
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Uses & manufacturing
General Manufacturing Information3H-1,2,3-Triazolo[4,5-d]pyrimidin-7-amine: ACTIVE
Applications
Uses8-Azaadenine is a useful reagent in developing acyclic nucleotide analogs derived from 8-Azapurines.
Uses8-Azaadenine is a useful reagent in developing acyclic nucleotide analogs derived from 8-Azapurines.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
苏州道澜生物医药科技有限公司15952404857 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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