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Merck
CN

92243

Cholesteryl N-(2-dimethylaminoethyl)carbamate

≥98% (TLC)

Synonym(s):

3β-{N-[2-(Dimethylamino)ethyl]carbamoyl}cholesterol, DC-Chol

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About This Item

Empirical Formula (Hill Notation):
C32H56N2O2
CAS Number:
137056-72-5
Molecular Weight:
500.80
UNSPSC Code:
12352211
PubChem Substance ID:
329769879
NACRES:
NA.85

Key Documents

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SMILES string

CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(CC[C@]4(C)[C@H]3CC[C@]12C)OC(=O)NCCN(C)C

InChI

1S/C32H56N2O2/c1-22(2)9-8-10-23(3)27-13-14-28-26-12-11-24-21-25(36-30(35)33-19-20-34(6)7)15-17-31(24,4)29(26)16-18-32(27,28)5/h11,22-23,25-29H,8-10,12-21H2,1-7H3,(H,33,35)/t23-,25?,26+,27-,28+,29+,31+,32-/m1/s1

InChI key

HIHOWBSBBDRPDW-MTIZRNOUSA-N

assay

≥98% (TLC)

form

powder or crystals

functional group

ester

storage temp.

−20°C

Quality Level

100

Related Categories

Application


  • Role of interleukin-6 in antigen-specific mucosal immunoglobulin A induction by cationic liposomes.: This study investigates the use of cholesteryl N-(2-dimethylaminoethyl)carbamate in cationic liposomes for enhancing mucosal immunoglobulin A production, highlighting its potential in vaccine development (Tada et al., 2021).

  • Nasal vaccination with pneumococcal surface protein A in combination with cationic liposomes consisting of DOTAP and DC-chol confers antigen-mediated protective immunity against Streptococcus pneumoniae infections in mice.: This research demonstrates the efficacy of cholesteryl N-(2-dimethylaminoethyl)carbamate in nasal vaccines, providing a promising strategy for respiratory infection prevention (Tada et al., 2018).


Biochem/physiol Actions

Cationic liposome, investigated in cancer gene therapy, as vaccine delivery system/adjuvant.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

hcodes

H413

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL0152
BCCH5273
BCCG6941
BCCF3815
BCCB8297

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Xin-Long Ma et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 93, 238-244 (2017-06-24)
This study aimed at exploring the effect of microRNA-129-5p (miR-129-5p) targeting high mobility group box-1 (HMGB1)-receptor for advanced glycation end-products (RAGE) signaling pathway on the revascularization in a collagenase-induced intracerebral hemorrhage (ICH) rat model. OX26-pGFAP-IL, an immunoliposome expressing miR-129-5p was
Nagavendra Kommineni et al.
Pharmaceutics, 11(3) (2019-04-03)
Jevtana® is a micellar cabazitaxel (CBZ) solution that was approved for prostate cancer in 2010, and recently, this drug has been reported for breast cancer. The purpose of this study is to evaluate the mediated delivery of CBZ via liposomes
Minghan Shi et al.
Journal of nanobiotechnology, 16(1), 77-77 (2018-10-07)
Effectiveness of chemotherapy for treating glioblastoma (GBM) brain tumors is hampered by the blood-brain barrier which limits the entry into the brain of most drugs from the blood. To bypass this barrier, convection-enhanced delivery (CED) was proposed to directly inject
Xing et al.
Advanced drug delivery reviews, 30(1-3), 219-227 (2000-06-06)
Cationic liposomes have been used in many gene therapy approaches. The advantages of low toxicity, lack of immunological response, and easy preparation using cationic liposomes make multiple administrations possible, which may overcome the disadvantage of low transfection efficiency. Cationic liposomes
Dennis Christensen et al.
Expert review of vaccines, 10(4), 513-521 (2011-04-22)
The application of cationic liposomes as vaccine delivery systems and adjuvants has been investigated extensively over the last few decades. However, cationic liposomes are, in general, not sufficiently immunostimulatory, which is why the combination of liposomes with immunostimulating ligands has
View All Related Papers

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