2',3'-ジデオキシアデノシン

Dideoxyadenosine

HCID 20039

基本情報

CAS
4097-22-7
標準SMILES
Nc1ncnc2c1ncn2[C@H]1CC[C@@H](CO)O1
InChIKey
WVXRAFOPTSTNLL-NKWVEPMBSA-N
分子式
C10H13N5O2
平均分子量
235.24 g/mol
単同位体質量
235.10692467

名称と識別子

優先名称
Dideoxyadenosine
IUPAC
[(2S,5R)-5-(6-aminopurin-9-yl)oxolan-2-yl]methanol
現地名
2',3'-ジデオキシアデノシン
英語名
Dideoxyadenosine
分子式
C10H13N5O2
分子量
235.24

名称と別名

2',3'-Dideoxyadenosine4097-22-7dideoxyadenosineADENOSINE, 2',3'-DIDEOXY-ddAdoNSC-98700NSC 98700DTXSID20237714Q86AH641A2'-3'-dideoxyadenosineDTXCID203771CHEBI:91207
名称をさらに表示
2',3'-ジデオキシアデノシンジデオキシアデノシン9-[[(2R)-5β-(ヒドロキシメチル)テトラヒドロフラン]-2β-イル]-9H-プリン-6-アミン6-アミノ-9-(2,3-ジデオキシ-β-D-リボフラノシル)-9H-プリン9-(2,3-ジデオキシ-β-D-glycero-ペントフラノシル)-9H-プリン-6-アミン9-(2,3-ジデオキシ-β-D-リボフラノシル)アデニンDIDANOSINE RELATED COMPOUND B (2',3'-ジデオキシアデノシン)2′,3′-ジデオキシアデノシン[(2S,5R)-5-(6-アミノ-9H-プリン-9-イル)オキソラン-2-イル]メタノールDDA2',3'-ddADidanosin EP Imp GDDA, antiviral drug2’,3’-dideoxy-adenosin2', 3'-DideoxyadenosineDidanosine EP Impurity G
NSC98700ddA (Antiviral)2',3' DideoxyadenosineRefChem:1332886-amino-9-(2',3'-dideoxy-beta-D-glycero-pentofuranosyl)purine6-Amino-9-(2''3'-dideoxy-beta-D-glycero-pentofuranosyl)purine9-(2,3-DIDEOXY-BETA-D-GLYCERO-PENTOFURANOSYL)-9H-PURIN-6-AMINE223-853-2

データベース識別子

CAS
4097-22-7
PubChem CID
20039
DTXSID
DTXSID2023771
ChEMBL
CHEMBL14925、CHEMBL23094
ChEBI
CHEBI:91207
UNII
4Q86AH641A
EC Number
223-853-2
Nikkaji
J80.745A

物性

構造計算による物性

XLogP
-0.2
極性表面積
99.1 Ų
水素結合供与体数
2
水素結合受容体数
6
回転可能結合数
2
重原子数
17

実験および物理化学的性質

Solubility · 6 件

10 to 50 mg/mL at 68 °F (NTP, 1992)

H2O 3.4-5.1 (mg/mL)

Buffer, pH4 4.8-9.6 (mg/mL)

Buffer, pH9 3.2-4.8 (mg/mL)

EtOH 1.6-2.0 (mg/mL)

DMA 2.6-3.4 (mg/mL)

Melting Point358 to 363 °F (NTP, 1992)
Optical Rotation(c = 1 , H2O) [a]25 D = -28 ± 2°
Physical Description2',3'-dideoxyadenosine is an off-white powder. (NTP, 1992)
Stability/Shelf LifeBulk: 2',3'-Dideoxyadenosine is stable as a bulk chemical for at least 6 weeks at room temperature and 45 °C, under light or dark conditions. Solution: DDA was stable as a 0.1 mg/mL water solution for at least 23 hrs at room temperature.

物理化学的性質

融点
181 · 181-184 °C(lit.)
比旋光度
25 · D25 -25.2° (c = 1.01 in water)
沸点
377.64 °C · 377.64°C (rough estimate)
比重(密度)
1.2455 · 1.2455 (rough estimate)
屈折率
-34 ° · -34 ° (C=1, H2O)
貯蔵温度
-20 °C · -20°C

化学的性質

化学的特性Beige power

安全と法規制

GHS分類

GHS Classification · 5 件

Warning

H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (50%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (50%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H341 (50%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]

P203, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, 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 2 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.

危険有害性情報

Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to a related compound include cutaneous eruptions, fever, mouth sores, thrombocytopenia, neutropenia, reversible peripheral neuropathy, gastrointestinal distress, headache, nausea and vomiting. (NTP, 1992)
Reactive GroupAlcohols and Polyols;Amines, Phosphines, and Pyridines;Ethers
Reactivity Profile2',3'-DIDEOXYADENOSINE may be sensitive to prolonged exposure to light.
Air and Water ReactionsWater soluble.
Hazard Classes and CategoriesMuta. 2 (50%)

安全と保護具

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.;STORAGE PRECAUTIONS: You should protect this material from exposure to light, and store it in a freezer. (NTP, 1992)

Personal Protective Equipment (PPE) · 1 件

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

毒性情報

Toxicity Data · 2 件

Mouse(po): LD50: 5 gm/kg

Mouse(sc): LD50: 1320 mg/kg

安全データ

wgk
2
rtecs
AU7358900
毒性
LD50 oral in mouse: 5gm/kg
hs_code
29349990
risk_code
34-36/37-22
安衛法
変異原性物質

化学と産業

薬理情報

MeSH Pharmacological Classification · 2 件

Drugs that are chemically similar to naturally occurring metabolites, but differ enough to interfere with normal metabolic pathways. (From AMA Drug Evaluations Annual, 1994, p2033)

Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly.

応用分野

使用2′,3′-Dideoxyadenosine (ddA), a specific adenylyl cyclase inhibitor, is useful in biological process and pathway studies involving adenylyl cyclase activity and cAMP pool modulation.

一般的な説明Off-white powder.

サプライヤー100 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
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]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]

補足説明

定義ChEBI: A purine 2',3'-dideoxyribonucleoside in which the nucleobase component is specified as adenine.

関連反応

4 件

化合物ノート

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