6-ブロモ-1H-プリン

Purine, 6-bromo-

HCID 5287830

ノート反応

部分構造検索類似構造を探す

基本情報

CAS: 767-69-1
標準SMILES: Brc1ncnc2nc[nH]c12
InChIKey: CTGFGRDVWBZYNB-UHFFFAOYSA-N
分子式: C5H3BrN4
平均分子量: 199.01 g/mol
単同位体質量: 197.9541082

名称と識別子

優先名称: Purine, 6-bromo-
IUPAC: 6-bromo-7H-purine
現地名: 6-ブロモ-1H-プリン
英語名: 6-Bromopurine
分子式: C5H3BrN4
分子量: 199.01

名称と別名

6-Bromopurine6-BROMO-7H-PURINE767-69-16-bromo-9H-purine6-Bromo-1H-purinePurine, 6-bromo-1H-Purine, 6-bromo-BB-127EEINECS 212-187-8NSC 45150DTXSID20227499RefChem:870374

名称をさらに表示

6-ブロモ-1H-プリン6-ブロモ-9H-プリン6-ブロモ-7H-プリン6-ブロモプリン6-bromo-purin6-Bromopurine ,98%

1H-Purine, 6-bromo-(9CI)DTXCID70149990212-187-8MFCD000226486-Bromo purine6-Bromo-1H-purine; 6-Bromo-9H-purine; 6-Bromopurine; NSC 451506-Bromopurine, 97%6-Bromopurine, 98%

データベース識別子

CAS: 767-69-1
PubChem CID: 5287830
DTXSID: DTXSID20227499
EC Number: 212-187-8
Nikkaji: J193.144J

物性

構造計算による物性

XLogP: 1.3
極性表面積: 54.5 Å²
水素結合供与体数: 1
水素結合受容体数: 3
回転可能結合数: 0
重原子数: 10
形式電荷: 0
複雑度: 131

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

Melting Point>300 °C

物理化学的性質

融点: 300 °C · >300 °C (lit.)
沸点: 240.9 · 240.9±50.0 °C(Predicted)
比重(密度): 2.28 · 2.28±0.1 g/cm3(Predicted)
貯蔵温度: 2 · under inert gas (nitrogen or Argon) at 2-8°C
溶解性: DMSO（微量）、メタノール（微量）
外見: 個体
酸解離定数(Pka): 7.39 · 7.39±0.20(Predicted)
色: ペールベージュ
InChI: InChI=1S/C5H3BrN4/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H,7,8,9,10)
InChIKey: CTGFGRDVWBZYNB-UHFFFAOYSA-N
SMILES: N1C2C(=NC=NC=2Br)NC=1

化学的性質

化学的特性Dark yellow crystalline powder

安全と法規制

GHS分類

GHS Classification · 4 件

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 69 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全データ

wgk: 3
rtecs: UO7513000
hs_code: 29339900
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス: 11 - Combustible Solids

化学と産業

応用分野 · 3 件

説明6-Bromopurine is a 6-halogenated purine nucleoside analogue. Studies have shown that 6-halogenopurine inhibits tumour growth when combined with azaserine, which may be related to the blockage of guanine nucleotide biosynthesis. The inhibitory effect of bromopurine occurs between inosine 5‘-phosphate and guanosine 5’-phosphate. 6-Bromopurine also enhances the carcinostatic activity of azaserine. In addition, 6-Bromopurine is also used as an intermediate in the synthesis of Idelalisib.

使用6-Bromopurine was used in the synthesis of 6-halopurine alkynes and corresponding triazole derivatives. 6-Bromopurine was used in the synthesis and chemical characterization of 2,3,4,5-tetrahydro-1,5-benzoxazepines-3-ol.

一般的な説明6-Bromopurine enhances the carcinostatic activity of azaserine in a test system employing ascites cell forms of sarcoma 180 and Ehrlich carcinoma in vivo. 6-bromopurine nucleosides are excellent substrates for substitution reactions with N-, O-, and S-containing nucleophiles in polar solvents.