الفينيثيلامينات هي واحدة من الأصناف الكيميائية للمركبات العضوية المشتقة من بنية فينيثيلامين.[1][2][3]
يكون الاستبدال مع ذرات الهيدروجين إما على مجموعة الفينيل العطرية (R6 - R2) أو على السلسلة الجانبية المرتبطة بمجموعة الأمين (Rβ- Rα) أو على ذرة النتروجين نفسها (RN).
تعد الفينيثيلامينات من العقاقير نفسانية المفعول، وهي توجد طبيعياً داخل الجسم إما على شكل هرمونات أو نواقل عصبية أو أمينات نزرة.
أمثلة
الاسم الشائع | RN | Rα | Rβ | R2 | R3 | R4 | R5 | R6 | التسمية الكيميائية النظامية |
---|---|---|---|---|---|---|---|---|---|
تيرامين | H | H | H | H | H | –OH | H | H |
4-Hydroxy-phenethylamine
|
دوبامين | H | H | H | H | –OH | –OH | H | H |
3,4-Dihydroxy-phenethylamine
|
أدرينالين | –CH3 | H | –OH | H | –OH | –OH | H | H | β,3,4-Trihydroxy-N-methyl-phenethylamine
|
نورأدرينالين | H | H | –OH | H | –OH | –OH | H | H | β,3,4-Trihydroxy-phenethylamine
|
سينفرين | –CH3 | H | –OH | H | H | –OH | H | H | β,4-Dihydroxy-N-methyl-phenethylamine
|
إتيلنفرين | –CH2–CH3 | H | –OH | H | –OH | H | H | H | β,3-Dihydroxy-N-ethyl-phenethylamine
|
أكتوبامين | H | H | –OH | H | H | –OH | H | H | β,4-Dihydroxy-phenethylamine
|
فينيليفرين | –CH3 | H | –OH | H | –OH | H | H | H | β,3-Dihydroxy-N-methyl-phenethylamine
|
سالبوتامول | –C(CH3)3 | H | –OH | H | –CH2OH | –OH | H | H | 2-(tert-Butylamino)-1-(4-hydroxy-3-hydroxymethylphenyl)ethanol
|
ميثيل فينيدات | –CH2–CH2–CH2–CH2– | –C(OCH3)=O | H | H | H | H | H | N,α-Butylen-β-methoxycarbonyl-phenethylamine
| |
إيثيل فينيدات | –CH2–CH2–CH2–CH2– | –C(OCH2–CH3)=O | H | H | H | H | H | N,α-Butylen-β-ethoxycarbonyl-phenethylamine
| |
أمفيتامين | H | –CH3 | H | H | H | H | H | H | α-Methyl-phenethylamine
|
4-فلورو أمفيتامين | H | –CH3 | H | H | H | –F | H | H | 4-Fluor-α-methyl-phenethylamine
|
4-كلورو أمفيتامين | H | –CH3 | H | H | H | –Cl | H | H | 4-Chlor-α-methyl-phenethylamine
|
4-برومو أمفيتامين | H | –CH3 | H | H | H | –Br | H | H | 4-Brom-α-methyl-phenethylamine
|
4-يودو أمفيتامين | H | –CH3 | H | H | H | –I | H | H | 4-Iod-α-methyl-phenethylamine
|
4-ميثوكسي أمفيتامين | H | –CH3 | H | H | H | –OCH3 | H | H | 4-Methoxy-α-methyl-phenethylamine
|
4-ميثيل ثيوأمفيتامين | H | –CH3 | H | H | H | –SCH3 | H | H | 4-Methylthio-α-methyl-phenethylamine
|
ميثامفيتامين | –CH3 | –CH3 | H | H | H | H | H | H | N-Methyl-amphetamine
|
إفيدرين، سودوإفيدرين |
–CH3 | –CH3 | –OH | H | H | H | H | H | N-Methyl-β-hydroxy-amphetamine
|
أكسيلوفرين | –CH3 | –CH3 | –OH | H | H | –OH | H | H | 4-Hydroxy-ephedrine
|
كاثين | H | –CH3 | –OH | H | H | H | H | H | β-Hydroxy-amphetamine
|
كاثينون | H | –CH3 | =O | H | H | H | H | H | β-Keto-amphetamine
|
ميثكاثينون | –CH3 | –CH3 | =O | H | H | H | H | H | N-Methyl-β-keto-amphetamine
|
بوبروبيون | –C(CH3)3 | –CH3 | =O | H | –Cl | H | H | H | 3-Chlor-N-tert-butyl-β-keto-amphetamine
|
فنفلورامين | –CH2CH3 | –CH3 | H | H | –CF3 | H | H | H | 3-Trifluormethyl-N-ethyl-amphetamine
|
فنترمين | H | –CH3,–CH3 | H | H | H | H | H | H | α,α-Dimethyl-phenethylamine
|
MDA | H | –CH3 | H | H | –O–CH2–O– | H | H | 3,4-Methylendioxy-amphetamine
| |
إكستاسي | –CH3 | –CH3 | H | H | –O–CH2–O– | H | H | 3,4-Methylendioxy-N-methyl-amphetamine
| |
βk-MDMA | –CH3 | –CH3 | =O | H | –O–CH2–O– | H | H | 3,4-Methylendioxy-N-methyl-β-keto-amphetamine
| |
MDEA | –CH2CH3 | –CH3 | H | H | –O–CH2–O– | H | H | 3,4-Methylendioxy-N-ethyl-amphetamine
| |
5-APB | H | –CH3 | H | H | –CH=CH–O– | H | H | 5-(2-Aminopropyl)benzofuran
| |
6-APB | H | –CH3 | H | H | –O–CH=CH– | H | H | 6-(2-Aminopropyl)benzofuran
| |
الاسم الشائع | RN | Rα | Rβ | R2 | R3 | R4 | R5 | R6 | التسمية الكيميائية النظامية |
مسكالين | H | H | H | H | –OCH3 | –OCH3 | –OCH3 | H | 3,4,5-Trimethoxy-phenethylamine
|
TMA | H | –CH3 | H | H | –OCH3 | –OCH3 | –OCH3 | H | 3,4,5-Trimethoxy-amphetamine
|
TMA-2 | H | –CH3 | H | –OCH3 | H | –OCH3 | –OCH3 | H | 2,4,5-Trimethoxy-amphetamine
|
TMA-3 | H | –CH3 | H | –OCH3 | –OCH3 | –OCH3 | H | H | 2,3,4-Trimethoxy-amphetamine
|
TMA-4 | H | –CH3 | H | –OCH3 | –OCH3 | H | –OCH3 | H | 2,3,5-Trimethoxy-amphetamine
|
TMA-5 | H | –CH3 | H | –OCH3 | –OCH3 | H | H | –OCH3 | 2,3,6-Trimethoxy-amphetamine
|
TMA-6 | H | –CH3 | H | –OCH3 | H | –OCH3 | H | –OCH3 | 2,4,6-Trimethoxy-amphetamine
|
DOM | H | –CH3 | H | –OCH3 | H | –CH3 | –OCH3 | H | 2,5-Dimethoxy-4-methyl-amphetamine
|
DOB | H | –CH3 | H | –OCH3 | H | –Br | –OCH3 | H | 2,5-Dimethoxy-4-brom-amphetamine
|
DOI | H | –CH3 | H | –OCH3 | H | –I | –OCH3 | H | 2,5-Dimethoxy-4-iod-amphetamine
|
DON | H | –CH3 | H | –OCH3 | H | –NO2 | –OCH3 | H | 2,5-Dimethoxy-4-nitro-amphetamine
|
DOC | H | –CH3 | H | –OCH3 | H | –Cl | –OCH3 | H | 2,5-Dimethoxy-4-chlor-amphetamine
|
2C-B | H | H | H | –OCH3 | H | –Br | –OCH3 | H | 2,5-Dimethoxy-4-brom-phenethylamine
|
2C-C | H | H | H | –OCH3 | H | –Cl | –OCH3 | H | 2,5-Dimethoxy-4-chlor-phenethylamine
|
2C-I | H | H | H | –OCH3 | H | –I | –OCH3 | H | 2,5-Dimethoxy-4-iod-phenethylamine
|
2C-D | H | H | H | –OCH3 | H | –CH3 | –OCH3 | H | 2,5-Dimethoxy-4-methyl-phenethylamine
|
2C-E | H | H | H | –OCH3 | H | –CH2CH3 | –OCH3 | H | 2,5-Dimethoxy-4-ethyl-phenethylamine
|
2C-P | H | H | H | –OCH3 | H | –CH2CH2CH3 | –OCH3 | H | 2,5-Dimethoxy-4-propyl-phenethylamine
|
2C-F | H | H | H | –OCH3 | H | –F | –OCH3 | H | 2,5-Dimethoxy-4-fluor-phenethylamine
|
2C-N | H | H | H | –OCH3 | H | –NO2 | –OCH3 | H | 2,5-Dimethoxy-4-nitro-phenethylamine
|
2C-T-2 | H | H | H | –OCH3 | H | –SCH2CH3 | –OCH3 | H | 2,5-Dimethoxy-4-ethylthio-phenethylamine
|
2C-T-4 | H | H | H | –OCH3 | H | –SCHCH3CH3 | –OCH3 | H | 2,5-Dimethoxy-4-iso-propylthio-phenethylamine
|
2C-T-7 | H | H | H | –OCH3 | H | –SCH2CH2CH3 | –OCH3 | H | 2,5-Dimethoxy-4-propylthio-phenethylamine
|
2C-T-8 | H | H | H | –OCH3 | H | –SCH2CHCH2CH2 | –OCH3 | H | 2,5-Dimethoxy-4-cyclopropylmethylthio-phenethylamine
|
2C-T-19 | H | H | H | –OCH3 | H | –S(CH3)3C | –OCH3 | H | 2,5-Dimethoxy-4-tert-butylthio-phenethylamine
|
2C-T-21 | H | H | H | –OCH3 | H | –SCH2CH3–F | –OCH3 | H | 2,5-Dimethoxy-4-(2-fluorethylthio)-phenethylamine
|
2C-TFM | H | H | H | –OCH3 | H | –CF3 | –OCH3 | H | 2,5-Dimethoxy-4-trifluormethyl-phenethylamine
|
25I-NBOMe | –CH2–C6H4–OCH3 | H | H | –OCH3 | H | –I | –OCH3 | H | N-(2-Methoxybenzyl)-2,5-dimethoxy-4-iod-phenethylamine
|
25C-NBOMe | –CH2–C6H4–OCH3 | H | H | –OCH3 | H | –Cl | –OCH3 | H | N-(2-Methoxybenzyl)-2,5-dimethoxy-4-chlor-phenethylamine
|
25B-NBOMe | –CH2–C6H4–OCH3 | H | H | –OCH3 | H | –Br | –OCH3 | H | N-(2-Methoxybenzyl)-2,5-dimethoxy-4-brom-phenethylamine
|
25D-NBOMe | –CH2–C6H4–OCH3 | H | H | –OCH3 | H | –CH3 | –OCH3 | H | N-(2-Methoxybenzyl)-2,5-dimethoxy-4-methyl-phenethylamine
|
25E-NBOMe | –CH2–C6H4–OCH3 | H | H | –OCH3 | H | –CH2CH3 | –OCH3 | H | N-(2-Methoxybenzyl)-2,5-dimethoxy-4-ethyl-phenethylamine
|
25N-NBOMe | –CH2–C6H4–OCH3 | H | H | –OCH3 | H | –NO2 | –OCH3 | H | N-(2-Methoxybenzyl)-2,5-dimethoxy-4-nitro-phenethylamine
|
25I-NBOH | –CH2–C6H4–OH | H | H | –OCH3 | H | –I | –OCH3 | H | N-(2-Hydroxybenzyl)-2,5-dimethoxy-4-iod-phenethylamine
|
25C-NBOH | –CH2–C6H4–OH | H | H | –OCH3 | H | –Cl | –OCH3 | H | N-(2-Hydroxybenzyl)-2,5-dimethoxy-4-chlor-phenethylamine
|
25B-NBOH | –CH2–C6H4–OH | H | H | –OCH3 | H | –Br | –OCH3 | H | N-(2-Hydroxybenzyl)-2,5-dimethoxy-4-brom-phenethylamine
|
الاسم الشائع | RN | Rα | Rβ | R2 | R3 | R4 | R5 | R6 | التسمية الكيميائية النظامية |
طالع أيضاً
مراجع
- "معلومات عن فينيثيلامينات على موقع academic.microsoft.com". academic.microsoft.com. مؤرشف من الأصل في 14 أبريل 2020.
- "معلومات عن فينيثيلامينات على موقع babelnet.org". babelnet.org. مؤرشف من الأصل في 14 أبريل 2020.
- "معلومات عن فينيثيلامينات على موقع meshb.nlm.nih.gov". meshb.nlm.nih.gov. مؤرشف من الأصل في 11 أبريل 2020.