22205-09-0

Basic information

• Product Name: 4-(4-AMINOBUTYL)PHENOL
• Synonyms: 4-(4-AMINOBUTYL)PHENOL;4-(4-Aminobutyl)phenol HBr
• CAS NO: 22205-09-0
• Molecular Formula: C₁₀H₁₅NO
• Molecular Weight: 165.2322
• Mol File: 22205-09-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 106-108 °C
• Boiling Point: 315.275 °C at 760 mmHg
• Flash Point: 144.473 °C
• Appearance: /
• Density: 1.05 g/cm³
• PKA: 10.10±0.15(Predicted)
• CAS DataBase Reference: 4-(4-AMINOBUTYL)PHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-AMINOBUTYL)PHENOL(22205-09-0)
• EPA Substance Registry System: 4-(4-AMINOBUTYL)PHENOL(22205-09-0)

Safety Data

• Hazardous Substances Data: 22205-09-0(Hazardous Substances Data)

Usage

General Description

4-(4-aminobutyl)phenol is a chemical compound with a molecular formula C10H15NO. It is also known by the trade name β-diethylaminoethyl[α]hydroxybenzyl alcohol. 4-(4-AMINOBUTYL)PHENOL is commonly used as a hair dye ingredient due to its ability to bond with the hair and provide long-lasting color. It is also used in the production of pharmaceuticals and as a corrosion inhibitor in metalworking fluids. However, exposure to 4-(4-aminobutyl)phenol may cause skin and eye irritation, and it is considered to have low to moderate toxicity. Additionally, it may be harmful if swallowed or inhaled and is a potential environmental hazard, so caution should be exercised when handling this compound.

Upstream product

• 2222-15-3 4-(4-Methoxyphenyl)-butyramide 
• 4521-28-2 4-(4-Methoxyphenyl)butyric acid 
• 7643-92-7 4-Amino-1-(4-methoxy-phenyl)-butan-1-one 
• 100-66-3 methoxybenzene 
• 861604-96-8 N-[4-(4-nitro-phenyl)-butyl]-benzamide 
• 501677-83-4 benzoic acid-[4-(4-amino-phenyl)-butylamide] 
• 93406-12-3 N-benzoyl-4-phenylbutylamine 
• 3153-44-4 4-(4-methoxy-phenyl)-4-oxo-butyric acid 
• 123-11-5 4-methoxy-benzaldehyde 
• 211692-37-4 2-[(E)-4-(4-Methoxy-phenyl)-but-3-enyl]-isoindole-1,3-dione 
• 52244-70-9 4-(4-methoxyphenyl)butan-1-ol 
• 23002-61-1 1-(4-chlorobutyl)-4-methoxybenzene 
• 211692-42-1 2-[4-(4-methoxy-phenyl)-butyl]-isoindole-1,3-dione 
• 847200-99-1 2-[4-(4-hydroxyphenyl)butyl]isoindole-1,3-dione 

Downstream Products

• 868077-51-4 4-(4-[5-nitropyridin-2-yl-amino]butyl)phenol 
• 587880-74-8 [4-(4-Benzyloxycarbonylaminobutyl)phenoxy]acetic acid ethyl ester 
• 587880-76-0 (4-{4-[N'-(3,5-Diamino-6-chloropyrazine-2-carbonyl)guanidino]butyl}phenoxy)acetic acid ethyl ester 
• 847201-18-7 [4-(4-cyanomethoxyphenyl)butyl]carbamic acid tert-butyl ester 
• 465529-53-7 tert-butyl (4-(4-hydroxyphenyl)butyl)carbamate 
• 409127-82-8 4-(4-(quinolin-4-yl-amino)butyl)phenol 
• 868077-61-6 N-(3-[4-(3-piperidinopropoxy)phenyl]butyl)-2-amino-5-nitropyridine 

Relevant articles and documents

COMPOUNDS FOR TREATMENT OF CYSTIC FIBROSIS

Described herein are compounds, compositions, and methods of their use for the treatment of cystic fibrosis.

Development of a new class of nonimidazole histamine H3 receptor ligands with combined inhibitory histamine N-methyltransferase activity

In search of novel ways to enhance histaminergic neurotransmission in the central nervous system, a new class of nonimidazole histamine H3 receptor ligands were developed that simultaneously possess strong inhibitory activity on the main histamine metabolizing enzyme, histamine N-methyltransferase (HMT). The novel compounds contain an aminoquinoline moiety, which is an important structural feature for HMT inhibitory activity, connected by different spacers to a piperidino group (for H3 receptor antagonism). Variation of the spacer structure provides two different series of compounds. One series, having only an alkylene spacer between the basic centers, led to highly potent HMT inhibitors with moderate to high affinity at human histamine H3 receptors. The second series possesses a p-phenoxypropyl spacer, which may be extended by another alkylene chain. This latter series also showed strong inhibitory activity on HMT, and in most cases, the H3 receptor affinity even surpassed that of the first series. One of the most potent compounds with this dual mode of action is 4-(4-(3-piperidinopropoxy)phenylamino)quinoline (34) (hH3, Ki = 0.09 nM; HMT, IC50 = 51 nM). This class of compounds showed high antagonist potency and good H3 receptor selectivity in functional assays in guinea pig on H1, H2, and H3 receptors. Because of low or missing in vivo activity of two selected compounds, the proof of concept of these valuable pharmacological tools for the supposed superior overall enhancing effect on histaminergic neurotransmission failed to appear hitherto.

Use of a dipeptide chemical library in the development of non-peptide tachykinin NK3 receptor selective antagonists

The use of a dipeptide library as the source of a micromolar chemical lead compound for the human tachykinin NK3 receptor is described. The screening of a dipeptide library through a cloned human NK3 receptor binding assay resulted in the identification of Boc(S)Phe(S)PheNH2 (1), which has subsequently been developed, following a 'peptoid' design strategy, into a series of high-affinity NK3 receptor selective antagonists. The structure- activity relationship of the C-terminal portion of this dipeptide lead was first explored and led to the identification of the urea derivative Boc(S)Phe(R)αMePheNH(CH2)7NHCONH2 (41, PD157672). This modified dipeptide has a K(o) of 7 nM in blocking senktide-induced increases in intracellular calcium levels in human NK3 receptors stably expressed in CHO cells. Subsequent optimization of the N-terminal BocPhe group and the αMePhe residue side chain of 41 led to the identification of [S-(R*,S*)]-[2-(2,3- difluorophenyl)-1-methyl-1-[(7-ureidoheptyl)carbamoyl]ethyl]carbamic acid 2- methyl-1-phenylpropyl ester (60, PD161182), a non-peptide NK3 receptor selective antagonist. Compound 60 blocks the senktide-evoked increases in intracellular calcium levels in cloned human NK3 receptors stably expressed in CHO cells with K(e) of 0.9 nM.