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D5385

Sigma-Aldrich

1,7-二甲基黄嘌呤

~98% (TLC), solid, adenosine receptor ligand

别名:

1,7-二甲基-1H-嘌呤-2,6-二酮, 1,7-二甲基-3,7-二氢-1H-嘌呤-2,6-二酮, 2,6-二氢-1,7-二甲基嘌呤, NSC 400018, Paraxanthine

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About This Item

经验公式（希尔记法）:
C7H8N4O2
CAS号:
611-59-6
分子量:
180.16
Beilstein:
197907
EC號碼:
210-271-9
MDL號碼:
MFCD00005727
分類程式碼代碼:
41106305
PubChem物質ID:
24277678
NACRES:
NA.77

product name

1,7-二甲基黄嘌呤, ~98%, solid

化驗

~98%

品質等級

200

形狀

solid

顏色

white

mp

294-296 °C (lit.)

溶解度

ethanol: 0.6 mg/mL
H2O: 1 mg/mL
0.1 M NaOH: 2 mg/mL

SMILES 字串

CN1C(=O)Nc2ncn(C)c2C1=O

InChI

1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)11(2)7(13)9-5/h3H,1-2H3,(H,9,13)

InChI 密鑰

QUNWUDVFRNGTCO-UHFFFAOYSA-N

基因資訊

human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140)
rat ... Adora1(29290) , Adora2a(25369)

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一般說明

1,7-二甲基黄嘌呤是咖啡因的初级代谢产物。具有增进机能和拟交感作用。

應用

1,7-二甲基黄嘌呤已用于咖啡因的高效液相色谱(HPLC)定量。

生化／生理作用

腺苷受体配体；咖啡因的主要代谢物

特點和優勢

这种化合物是环核苷酸研究的特色产品。点击此处发现更多特色环核苷酸产品。在sigma.com/discover-bsm可了解更多关于生物活性小分子的其他研究领域。

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險聲明

H302

危險分類

Acute Tox. 4 Oral

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 1

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves

分析证书(COA)

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茶碱 anhydrous, ≥99%, powder

Sigma-Aldrich

T1633

茶碱

咖啡因-（三甲基-d9) 99 atom % D, 98% (CP)

Sigma-Aldrich

725625

咖啡因-（三甲基-d9)

HPLC method for quantification of caffeine and its three major metabolites in human plasma using fetal bovine serum matrix to evaluate prenatal drug exposure
Lopez-Sanchez RDC, et al.
Journal of Analytical Methods in Chemistry, 2018 (2018)
Paraxanthine, the primary metabolite of caffeine, provides protection against dopaminergic cell death via stimulation of ryanodine receptor channels
Guerreiro S, et al.
Molecular Pharmacology, 74(4), 980-989 (2008)
S Ferré et al.
European journal of pharmacology, 179(3), 295-299 (1990-04-25)
We present evidence showing that paraxanthine (1,7-dimethylxanthine), the main metabolite of caffeine in man, displaces the binding of [3H]SCH 23390, a radioligand which selectively labels dopamine D-1 receptors when used at low concentrations, from striatal membranes of the rat. The
Paraxanthine, a caffeine metabolite, dose dependently increases [Ca2+] i in skeletal muscle
Hawke TJ, et al.
Journal of Applied Physiology, 89(6), 2312-2317 (2000)
Rozalia-Maria Anastasiadi et al.
Antioxidants (Basel, Switzerland), 10(1) (2020-12-31)
The enzyme CYP1A2 is responsible for the metabolism of numerous antioxidants in the body, including caffeine, which is transformed into paraxanthine, its main primary metabolite. Both molecules are known for their antioxidant and pro-oxidant characteristics, and the paraxanthine-to-caffeine molar ratio
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