CAS 700-49-2 2-Fluoroadenine (HCID 12790)

Overview

2-fluoroadenine is an organofluorine compound that is adenine in which the hydrogen at position 2 (the carbon between the two nitrogens of the pyrimidine ring) is replaced by a fluorine. It has a role as an antineoplastic agent. It is a member of purines and an organofluorine compound.

Names & identifiers

Preferred name: 2-Fluoroadenine
IUPAC: 2-fluoro-7H-purin-6-amine
English name: 2-Fluoroadenine
Molecular formula: C5H4FN5
Molecular weight: 153.12

Names & synonyms

2-Fluoroadenine700-49-22-fluoro-7H-purin-6-amine2-Fluoro-6-aminopurine2-Fluoro-1H-purin-6-amine2-Fad1H-Purin-6-amine, 2-fluoro-SRI 774ADENINE, 2-FLUORO-Purine, 6-amino-2-fluoro-NSC 27364BRN 0610958

Show more names

2-Fluoro-9H-purin-6-amineuoroadenineTCMDC-1242832-fluoro-adeninBUTTPARK 25\01-012-Fluoroadenine>

2C8H3H4EBGNSC-27364CHEBI:72457DTXSID80220264NSC27364RefChem:472608DTXCID80142755624-159-6

Database identifiers

CAS: 700-49-2
PubChem CID: 12790
DTXSID: DTXSID80220264
ChEMBL: CHEMBL580404
ChEBI: CHEBI:72457
UNII: 2C8H3H4EBG
EC Number: 624-159-6
Nikkaji: J79.913K

Properties

Computed structural properties

XLogP: -0.1
Topological polar surface area: 80.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 5
Rotatable bonds: 0
Heavy atoms: 11
Formal charge: 0
Complexity: 154

Physicochemical properties

Melting point: 350 °C · >350 °C(lit.)
Boiling point: 239.6 · 239.6±50.0 °C(Predicted)
Density: 2.05 · 2.05±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: DMSO (Sparingly, Sonicated, Heated), Methanol (Slightly, Heated)
form: Solid
pka: 6.84 · 6.84±0.20(Predicted)
color: White to Light Yellow
InChI: InChI=1S/C5H4FN5/c6-5-10-3(7)2-4(11-5)9-1-8-2/h1H,(H3,7,8,9,10,11)
InChIKey: WKMPTBDYDNUJLF-UHFFFAOYSA-N
SMILES: N1C2C(=NC(F)=NC=2N)NC=1
CAS DataBase Reference: 700 · 700-49-2(CAS DataBase Reference)
FDA UNII: 2 C8H3H4EBG · 2C8H3H4EBG
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi,Xn
Risk Statements: 36 · 36/37/38-22
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
RTECS: 6264700 · AU6264700
Hazard Note: Irritant
HazardClass: IRRITANT, IRRITANT-HARMFUL
HS Code: 29335990 · 29335990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
rtecs: AU6264700
hs_code: 29335990
risk_code: 36/37/38-22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi,Xn
hazard_note: Irritant
safety_code: 26-36
hazard_class: IRRITANT, IRRITANT-HARMFUL
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 3 items

Description2-Fluoroadenine is a purine nucleoside analog which has been investigated for suicide gene therapy for human malignancy. It has been used in the synthesis of heat shock protein 90 (Hsp90) inhibitors that have anticancer activity in vitro. It is also cytotoxic to CEM human leukemia cells with an IC50 value of 0.15 μM.

UsesA purine nucleoside phosphorylase gene therapy for human malignancy.

Uses2-Fluoroadenine is a fluorinated heterocyclic 2-ring compound. It is the base moiety for many carbocyclic and acyclic nucleoside analogues, which may be used in antineoplastic studies. 2-Fluoroadenine has been used as an intermediate for antineoplastic drugs such as fludarabine. fludarabine is a chemotherapy drug used in the treatment of chronic lymphocytic leukemia.

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

INTATRADE GmbH+49 3493/605464 · [email protected]

Additional notes · 1 item

DefinitionChEBI: 2-fluoroadenine is an organofluorine compound that is adenine in which the hydrogen at position 2 (the carbon between the two nitrogens of the pyrimidine ring) is replaced by a fluorine. It has a role as an antineoplastic agent. It is an organofluorine compound and a member of purines.