CAS 14838-15-4|CAS 37577-28-9|(1S,2R)-2-Amino-1-phenyl-1-propanol|D-(+)-去甲麻黄素|erythro-α-(1-aminoethyl)benzyl alcohol|(1S,2R)-2-amino-1-phenylpropan-1-ol|D-(+)-Norephedrine|Phenylpropanolamine|...

基本信息

化学结构

分子式

C₉H₁₃NO

分子量

151.20562

精确质量

151.09971404

电荷

InChI

InChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9-/m1/s1

InChIKey

DLNKOYKMWOXYQA-VXNVDRBHSA-N

Canonic Smiles

O[C@@H](c1ccccc1)[C@H](N)C

Isomeric Smiles

O[C@H]([C@H](N)C)c1ccccc1

计算属性

JChem

LogD (pH = 7.4)

-0.92

LogD (pH = 5.5)

-2.07

Log P

0.89

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

true

Acid pKa

9.22

极化表面积

46.25

极化性

17.00

摩尔折射率

44.91

LOG S

-1.32

数据来源

学术数据

产品目录

数据来源

名称和标识

别名

erythro-α-(1-aminoethyl)benzyl alcohol(1S,2R)-2-Amino-1-phenyl-1-propanolD-(+)-去甲麻黄素D-(+)-Norephedrine赤型-α-(1-氨基乙基)苄醇Phenylpropanolamine苯丙醇胺(1S,2R)-(+)-去甲麻黄素(1S,2R)-2-氨基-1-苯基-1-丙醇(1S,2R)-(+)-Norephedrine(+/-)-NorephedrinPhenylpropanolamine(+-)-PhenylpropanolaminePPAD-(+)-去甲麻黄素D-(+)-Norephedrine(1S,2R)-norephedrine(1S,2R)-(+)-phenylpropanolamineerythro-alpha-(1-aminoethyl)benzyl alcohold-norephedrineD-(+)-norephedrined-phenylpropanolamine(+)-(1S,2R)-norephedrine(+)-phenylpropanolamine(1S,2R)-(+)-norephedrine(1S,2R)-(+)-2-amino-1-phenyl-1-propanol(1S,2R)-2-amino-1-phenyl-1-propanol(+)-norephedrin(2R,3S)-3-phenyl-3-hydroxy-2-aminopropane(+)-norephedrine

IUPAC标准名

(1S,2R)-2-amino-1-phenylpropan-1-ol

IUPAC传统名

phenylpropanolamine

商标名

Dura-VentAcutrimTriaminicVanexPropagestPartussDexatrimGentabDespecRhymedPhenyldrineNaldeconRhindeconMyminicEntexConexContussPhenoxineNolexGuaipaxULRAmi-TexSnapletsCodimalPhenylfenesin

名称和标识

数据登录号

PubChem CID

26934

PubChem SID

465080872485908124886491160963743223438564

CAS号

Beilstein号

MDL号

CompTox数据库

PubMed文献链接

16946547325897651896987715643863220987013172133

Chemspider ID

BRENDA Ligand数据库

BKMS React数据库

LINCS数据库

Reaxys Registry

CHEBI ID

ACToR数据库

37577-28-916960-27-3134-60-1

CHEMBL

CHEMBL2092846

BindingDB数据库

50405613

SureChEMBL数据库

SCHEMBL26905

MetaboLights数据库

MTBLS136MTBLS4967MTBLS2878

BRENDA数据库

1.5.1.18

KEGG ID

C02343

数据登录号

化合物性质

理化性质

安全信息

P261-P305+P351+P338

急性毒性（口服，皮肤接触，吸入），类别4

皮肤刺激，类别2

眼刺激，类别2

皮肤过敏，类别1

特定目标器官毒性 -一次接触，类别3

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子相关蛋白质

分子图谱

描述信息

DrugBank

DB00397

Drug Groups

approved; withdrawn

Description

Phenylpropanolamine has been withdrawn in Canada. In November 2000, the Food and Drug Administration (FDA) issued a public health advisory against the use of the drug.

Indication

For the treatment of nasal congestion, control of urinary incontinence, priapism and obesity.

Pharmacology

Phenylpropanolamine (PPA), a sympathomimetic agent structurally similar to pseudoephedrine, is used to treat nasal congestion. Phenylpropanolamine is found in appetite suppressant formulations and with guaifenesinin in cough-cold formulations. In 2000, the FDA requested that all drug companies discontinue marketing products containing phenylpropanolamine, due to an increased risk of hemorrhagic stroke in women who used phenylpropanolamine.

Toxicity

May induce ventricular extrasystoles and short paroxysms of ventricular tachycardia, a sensation of fullness in the head and tingling of the extremities; LD₅₀=1490mg/kg (orally in rat)

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic

Absorption

Reduced bioavailability (about 38%) from gastrointestinal tract because of first pass metabolism by monoamine oxidase in the stomach and liver.

Half Life

2.1 to 3.4 hours.

External Links

• [Wikipedia]

• [Drugs.com]

Sigma Aldrich

317500

包装
10, 50 g in glass bottle

ChEBI

CHEBI:36

An amphetamine that is propylbenzene substituted by a hydroxy group at position 1 and by an amino group at position 2 (the 1S,2R-stereoisomer).

描述信息

参考文献

PubChem文献

暂无数据

点击上传数据

参考文献

生物活性

PubChem BioAssay

生物活性

数据来源

学术数据

产品目录

描述信息

DB00397

Drug Groups

approved; withdrawn

Description

Phenylpropanolamine has been withdrawn in Canada. In November 2000, the Food and Drug Administration (FDA) issued a public health advisory against the use of the drug.

Indication

For the treatment of nasal congestion, control of urinary incontinence, priapism and obesity.

Pharmacology

Toxicity

May induce ventricular extrasystoles and short paroxysms of ventricular tachycardia, a sensation of fullness in the head and tingling of the extremities; LD₅₀=1490mg/kg (orally in rat)

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic

Absorption

Reduced bioavailability (about 38%) from gastrointestinal tract because of first pass metabolism by monoamine oxidase in the stomach and liver.

Half Life

2.1 to 3.4 hours.

External Links

• [Wikipedia]

• [Drugs.com]

Sigma Aldrich

317500

包装
10, 50 g in glass bottle

ChEBI

CHEBI:36

An amphetamine that is propylbenzene substituted by a hydroxy group at position 1 and by an amino group at position 2 (the 1S,2R-stereoisomer).

参考文献

PubChem文献

暂无数据

点击上传数据

生物活性

PubChem BioAssay

数据登录号

PubChem CID

26934

PubChem SID

465080872485908124886491160963743223438564

CAS号

Beilstein号

MDL号

CompTox数据库

PubMed文献链接

16946547325897651896987715643863220987013172133

Chemspider ID

BRENDA Ligand数据库

BKMS React数据库

LINCS数据库

Reaxys Registry

CHEBI ID

ACToR数据库

37577-28-916960-27-3134-60-1

CHEMBL

CHEMBL2092846

BindingDB数据库

50405613

SureChEMBL数据库

SCHEMBL26905

MetaboLights数据库

MTBLS136MTBLS4967MTBLS2878

BRENDA数据库

1.5.1.18

KEGG ID

C02343

分子相关蛋白质

暂无数据

点击上传数据

名称和标识

别名

IUPAC标准名

(1S,2R)-2-amino-1-phenylpropan-1-ol

IUPAC传统名

phenylpropanolamine

商标名

Dura-VentAcutrimTriaminicVanexPropagestPartussDexatrimGentabDespecRhymedPhenyldrineNaldeconRhindeconMyminicEntexConexContussPhenoxineNolexGuaipaxULRAmi-TexSnapletsCodimalPhenylfenesin

化合物性质

理化性质

安全信息

P261-P305+P351+P338

急性毒性（口服，皮肤接触，吸入），类别4

皮肤刺激，类别2

眼刺激，类别2

皮肤过敏，类别1

特定目标器官毒性 -一次接触，类别3

化合物信息

ID:280