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178330

Sigma-Aldrich

4-Amino-1-butanol

98%

Synonym(s):

4-Hydroxybutylamine

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About This Item

Linear Formula:
H2N(CH2)4OH
CAS Number:
13325-10-5
Molecular Weight:
89.14
Beilstein:
1731411
EC Number:
236-364-4
MDL number:
MFCD00008230
UNSPSC Code:
12352100
PubChem Substance ID:
24850731
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D ~1.462 (lit.)

bp

206 °C (lit.)

mp

16-18 °C (lit.)

density

0.967 g/mL at 25 °C (lit.)

SMILES string

NCCCCO

InChI

1S/C4H11NO/c5-3-1-2-4-6/h6H,1-5H2

InChI key

BLFRQYKZFKYQLO-UHFFFAOYSA-N

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Application

4-Amino-1-butanol was used in the synthesis of cyclic amines.
4-Amino-1-butanol was used:
  • As a linker in the synthesis of highly branched poly(β-amino esters)(HPAEs) for gene delivery.
  • As a side chain to modulate antimicrobial and hemolytic activities of copolymers.
  • In the total synthesis of (+)-fawcettimine,(+)-fawcettidine, and (−)-lycojapodine A.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

219.2 °F - closed cup

Flash Point(C)

104 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Pieter Vader et al.
Pharmaceutical research, 29(2), 352-361 (2011-08-13)
Use of RNA interference as novel therapeutic strategy is hampered by inefficient delivery of its mediator, siRNA, to target cells. Cationic polymers have been thoroughly investigated for this purpose but often display unfavorable characteristics for systemic administration, such as interactions
Collective synthesis of lycopodium alkaloids and tautomer locking strategy for the total synthesis of (−)-lycojapodine A.
Li H, et al.
The Journal of Organic Chemistry, 78(3), 800-821 (2012)
Christopher L Grigsby et al.
Scientific reports, 3, 3155-3155 (2013-11-07)
As the designs of polymer systems used to deliver nucleic acids continue to evolve, it is becoming increasingly apparent that the basic bulk manufacturing techniques of the past will be insufficient to produce polymer-nucleic acid nanocomplexes that possess the uniformity
K Eger et al.
Journal of medicinal chemistry, 37(19), 3057-3061 (1994-09-16)
The synthesis of 6-[N-(4-hydroxybutyl)amino]pyrimidinone derivatives 18-23 and the acyclic phosphonate nucleoside analogs 29-30 is reported. Their cytotoxic and antiviral effects were investigated. 2,5-Diamino-6-[N-[2-(phosphonomethoxy)ethyl]amino]pyrimidin-4(3H)- one (30) showed strong antiviral effects, and 21 showed significant cytotoxic activity.
Cationic spacer arm design strategy for control of antimicrobial activity and conformation of amphiphilic methacrylate random copolymers.
Palermo E F, et al.
Biomacromolecules, 13(5), 1632-1641 (2012)
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