CAS 21679-12-9 2'-Deoxy-2-fluoroadenosine (HCID 447864)

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Basic information

CAS: 21679-12-9
Standard SMILES: Nc1nc(F)nc2c1ncn2[C@H]1C[C@H](O)[C@@H](CO)O1
InChIKey: ZWPYUXAXLRFWQC-KVQBGUIXSA-N
Molecular formula: C10H12FN5O3
Average molar mass: 269.23 g/mol
Monoisotopic mass: 269.09241742

Names & identifiers

Preferred name: 2'-Deoxy-2-fluoroadenosine
IUPAC: (2R,3S,5R)-5-(6-amino-2-fluoropurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
English name: 2'-Deoxy-2-fluoroadenosine
Molecular formula: C10H12FN5O3
Molecular weight: 269.23

Names & synonyms

2'-deoxy-2-fluoroadenosine21679-12-92-FLUORO-2'-DEOXYADENOSINE2T63DT4KWUNSC-114093CHEBI:39723RefChem:80257633-655-1Adenosine,2'-deoxy-2-fluoro-2-fluorodeoxyadenosine5-(6-AMINO-2-FLUORO-PURIN-9-YL)-2-HYDROXYMETHYL-TETRAHYDRO-FURAN-3-OLCHEMBL1229920

Show more names

NSC 114093Metronidazole Impurity 192-Fluoro-2'-deoxyadenosine 96%2 '- deoxy-2' - fluoroadenosine

(2R,3S,5R)-5-(6-Amino-2-fluoro-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol(2R,3S,5R)-5-(6-amino-2-fluoropurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol2FDAdenosine, 2'-deoxy-2-fluoro-(2R,3S,5R)-5-(6-Amino-2-fluoro-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol2-fluoro-2'deoxyadenosineUNII-2T63DT4KWUSCHEMBL976990

Database identifiers

CAS: 21679-12-9
PubChem CID: 447864
ChEMBL: CHEMBL1229920
ChEBI: CHEBI:39723
UNII: 2T63DT4KWU
EC Number: 633-655-1

Properties

Computed structural properties

XLogP: 0.3
Topological polar surface area: 119 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 8
Rotatable bonds: 2
Heavy atoms: 19
Formal charge: 0
Complexity: 338

Physicochemical properties

Melting point: 218 °C · 218 °C (dec.)
storage temp.: 2 · 2-8°C, sealed storage, away from moisture and light
form: crystals
color: White to off-white
optical activity: 20 · [α]20/D -16°, c = 1 in methanol
InChI: 1S/C10H12FN5O3/c11-10-14-8(12)7-9(15-10)16(3-13-7)6-1-4(18)5(2-17)19-6/h3-6,17-18H,1-2H2,(H2,12,14,15)/t4-,5+,6+/m0/s1
InChIKey: ZWPYUXAXLRFWQC-KVQBGUIXSA-N
SMILES: Nc1nc(F)nc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO)O3
FDA UNII: 2 T63DT4KWU · 2T63DT4KWU
UNSPSC Code: 41106305 · 41106305
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P264-P270-P301+P312-P302+P352-P305+P351+P338

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)；Skin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk: 3
hs_code: 2934999090
risk_code: 22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 26
Storage Class: 11 - Combustible Solids
target organs

Chemistry & industry

Applications · 1 item

Uses2-Fluoro-2’-deoxyadenosine is an analog tested to the susceptibility of clinical metronidazole-resistant Trichomonas vaginalis. Also, it is one of two purine nucleoside that forms a suicide system as a powerful killing and bystander effects on tumor cells.

Suppliers30 total

Zhengzhou Chemprize Biotech Co., Ltd.+86-86-0371-56768238 +86-15981919713 · [email protected]

济南百隆化学有限公司[email protected] · [email protected]

广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]

北京炎礼生物科技有限公司18600731423 · [email protected]

湖南瑞威尔生物科技有限公司15608648206 13297919155 · [email protected]

Related reactions

3 records

New reaction record

HRID 566697As reactantuspto-grants-2001_01

HRID 1069420As productuspto-grants-2001_06

HRID 1358697As productuspto-grants-2003_07

Compound notes

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