Compounds > 1,1'-binaphthyl-2,2'-diyl hydrogen phosphate
Page last updated: 2024-12-07

1,1'-binaphthyl-2,2'-diyl hydrogen phosphate

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

This chiral compound, also known as BINOL phosphate, is a versatile catalyst used in various asymmetric reactions, particularly in organic synthesis. It serves as a chiral Brønsted acid catalyst, promoting enantioselective reactions like aldol reactions, Diels-Alder reactions, and Michael additions. Its importance stems from its ability to induce high enantioselectivity in these reactions, leading to the creation of valuable chiral molecules, which are essential in pharmaceutical and fine chemical industries. Researchers study this compound due to its high catalytic activity, tunable properties, and potential for developing new and efficient synthetic methods for creating chiral molecules.'

1,1'-binaphthyl-2,2'-diyl hydrogen phosphate: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID99589
SCHEMBL ID296014
MeSH IDM0278979

Synonyms (85)

Synonym
nsc-244999
nsc244999
35193-63-6
(r)-(-)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
(s)-(+)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
(r)-(-)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate, >=98%
1,1'-binaphthyl-2,2'-diyl hydrogenphosphate, 95%
(s)-(+)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate, 97%
39648-67-4
(r)-(-)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate
(+/-)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
B1143 ,
(s)-(+)-2,2'-dihydroxy-1,1'-binaphthyl hydrogen phosphate
B2130
(r)-(-)-2,2'-dihydroxy-1,1'-binaphthyl hydrogen phosphate
35193-64-7
B1144
(s)-(+)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate
(+/-)-2,2'-dihydroxy-1,1'-binaphthyl hydrogenphosphate
r(-)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate
AKOS005259909
1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
nsc 244999
1,1'-binaphthyl-2,2'-diyl hydrogen phosphate
4-hydroxydinaphtho(2,1-d:1',2'-f)(1,3,2)dioxaphosphepin 4-oxide
einecs 252-425-8
BP-12917
FT-0605028
FT-0604445
FT-0605235
FT-0604446
SC11524
(r)-(-)-1,1'-binapthyl-2,2'-diyl hydrogenphosphate
(+/-)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate
(+/-)1,1'-binaphthyl-2,2'-diyl hydrogen phosphate
(11bs)-4-hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide
4-hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide
SCHEMBL296014
(r)-4-hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide
mfcd00010045
SY009825
(r)-(-)-1,1 inverted exclamation mark -binaphthyl-2,2 inverted exclamation mark -diyl hydrogenphosphate
r-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
13-hydroxy-12,14-dioxa-13gamma-phosphapentacyclo[13.8.0.02,11.03,1.01,23]tricosa-1(15),2,4,6,8,10,16,18,20,22-decaen-13-one
J-650360
(s)-(+)-1,1'-binaphthalene-2,2'-diyl hydrogen phosphate
dinaphtho[2,1-d:1,2-f][1,3,2]dioxaphosphepin-4-ol 4-oxide #
r(-)-1,1'-binaphthalene-2,2'-diyl hydrogen phosphate
dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin, 4-hydroxy-, 4-oxide
AC-26902
AC-26903
DTXSID50188685
(s)-(+)-bnp acid
AC7768
AC7787
J-019987
J-019988
50574-52-2
SY009824
(s)-(+)-1,1 inverted exclamation mark -binaphthyl-2,2 inverted exclamation mark -diyl hydrogenphosphate
(s)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
(r)-4-hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-oxide:(r)-(-)-bnp acid
(methanone, (2-hydroxy-4-methoxyphenyl)(2-hydroxyphenyl)-)uv-24
1,1 inverted exclamation mark -binaphthyl-2,2 inverted exclamation mark -diyl hydrogenphosphate
CS-0009941
SY058071
(r)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
13-hydroxy-12,14-dioxa-13lambda5-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaene 13-oxide
AS-11870
1,1-binaphthyl-2,2-diyl hydrogenphosphate
AMY19745
(r)-4-hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine4-oxide
4-hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine4-oxide
(11bs)-4-hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine4-oxide
CS-0031445
(+)-1,1'-dinaphthyl-2,2'-diyl hydrogen phosphate
BB 0304419
H10850
benzenepropanoic acid, 2-fluoro-.beta.-oxo-, ethyl ester
A852372
bndhp
(r)-bnppa (r)-(-)-bndhp
EN300-174522
13-hydroxy-12,14-dioxa-13lambda5-phosphapentacyclo[13.8.0.0^{2,11}.0^{3,8}.0^{18,23}]tricosa-1(15),2,4,6,8,10,16,18(23),19,21-decaen-13-one
HY-I0718
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (22)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (13.64)18.2507
2000's12 (54.55)29.6817
2010's7 (31.82)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.31

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index22.31 (24.57)
Research Supply Index3.14 (2.92)
Research Growth Index4.86 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.31)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other22 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
methanol
Methanol: A colorless, flammable liquid used in the manufacture of FORMALDEHYDE and ACETIC ACID, in chemical synthesis, antifreeze, and as a solvent. Ingestion of methanol is toxic and may cause blindness.. primary alcohol : A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it.. methanol : The primary alcohol that is the simplest aliphatic alcohol, comprising a methyl and an alcohol group.		2.0310alkyl alcohol;
one-carbon compound;
primary alcohol;
volatile organic compound		amphiprotic solvent;
Escherichia coli metabolite;
fuel;
human metabolite;
mouse metabolite;
Mycoplasma genitalium metabolite
phosphoric acid
phosphoric acid: concise etchant is 37% H3PO4. phosphoric acid : A phosphorus oxoacid that consists of one oxo and three hydroxy groups joined covalently to a central phosphorus atom.		2.1110phosphoric acidsalgal metabolite;
fertilizer;
human metabolite;
NMR chemical shift reference compound;
solvent
alprenolol
Alprenolol: One of the ADRENERGIC BETA-ANTAGONISTS used as an antihypertensive, anti-anginal, and anti-arrhythmic agent.. alprenolol : A secondary alcohol that is propan-2-ol substituted by a 2-allylphenoxy group at position 1 and an isopropylamino group at position 3. It is a beta-adrenergic antagonist used as a antihypertensive, anti-arrhythmia and a sympatholytic agent.		2.0410secondary alcohol;
secondary amino compound		anti-arrhythmia drug;
antihypertensive agent;
beta-adrenergic antagonist;
sympatholytic agent
bupivacaine
Bupivacaine: A widely used local anesthetic agent.. 1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide : A piperidinecarboxamide obtained by formal condensation of the carboxy group of N-butylpipecolic acid with the amino group of 2,6-dimethylaniline.. bupivacaine : A racemate composed of equimolar amounts of dextrobupivacaine and levobupivacaine. Used (in the form of its hydrochloride hydrate) as a local anaesthetic.		1.9910aromatic amide;
piperidinecarboxamide;
tertiary amino compound
lorazepam
Lorazepam: A benzodiazepine used as an anti-anxiety agent with few side effects. It also has hypnotic, anticonvulsant, and considerable sedative properties and has been proposed as a preanesthetic agent.		2.0410benzodiazepine
oxazepam
Oxazepam: A benzodiazepine used in the treatment of anxiety, alcohol withdrawal, and insomnia.. oxazepam : A 1,4-benzodiazepinone that is 1,3-dihydro-2H-1,4-benzodiazepin-2-one substituted by a chloro group at position 7, a hydroxy group at position 3 and phenyl group at position 5.		2.04101,4-benzodiazepinone;
organochlorine compound		anxiolytic drug;
environmental contaminant;
xenobiotic
oxprenolol
Oxprenolol: A beta-adrenergic antagonist used in the treatment of hypertension, angina pectoris, arrhythmias, and anxiety.		2.0410aromatic ether
propranolol
Propranolol: A widely used non-cardioselective beta-adrenergic antagonist. Propranolol has been used for MYOCARDIAL INFARCTION; ARRHYTHMIA; ANGINA PECTORIS; HYPERTENSION; HYPERTHYROIDISM; MIGRAINE; PHEOCHROMOCYTOMA; and ANXIETY but adverse effects instigate replacement by newer drugs.. propranolol : A propanolamine that is propan-2-ol substituted by a propan-2-ylamino group at position 1 and a naphthalen-1-yloxy group at position 3.		2.4420naphthalenes;
propanolamine;
secondary amine		anti-arrhythmia drug;
antihypertensive agent;
anxiolytic drug;
beta-adrenergic antagonist;
environmental contaminant;
human blood serum metabolite;
vasodilator agent;
xenobiotic
temazepam
Temazepam: A benzodiazepine that acts as a GAMMA-AMINOBUTYRIC ACID modulator and anti-anxiety agent.		2.0410benzodiazepine
cyanides
Cyanides: Inorganic salts of HYDROGEN CYANIDE containing the -CN radical. The concept also includes isocyanides. It is distinguished from NITRILES, which denotes organic compounds containing the -CN radical.. cyanides : Salts and C-organyl derivatives of hydrogen cyanide, HC#N.. isocyanide : The isomer HN(+)#C(-) of hydrocyanic acid, HC#N, and its hydrocarbyl derivatives RNC (RN(+)#C(-)).. cyanide : A pseudohalide anion that is the conjugate base of hydrogen cyanide.		2.0510pseudohalide anionEC 1.9.3.1 (cytochrome c oxidase) inhibitor
tryptophan
Tryptophan: An essential amino acid that is necessary for normal growth in infants and for NITROGEN balance in adults. It is a precursor of INDOLE ALKALOIDS in plants. It is a precursor of SEROTONIN (hence its use as an antidepressant and sleep aid). It can be a precursor to NIACIN, albeit inefficiently, in mammals.. tryptophan : An alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3.		2.0610erythrose 4-phosphate/phosphoenolpyruvate family amino acid;
L-alpha-amino acid zwitterion;
L-alpha-amino acid;
proteinogenic amino acid;
tryptophan zwitterion;
tryptophan		antidepressant;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite
acetonitrile
acetonitrile: RN given refers to unlabeled cpd. acetonitrile : A nitrile that is hydrogen cyanide in which the hydrogen has been replaced by a methyl group.		2.4320aliphatic nitrile;
volatile organic compound		EC 3.5.1.4 (amidase) inhibitor;
NMR chemical shift reference compound;
polar aprotic solvent
benzoin
[no description available]		2.0310benzoins;
secondary alpha-hydroxy ketone		EC 3.1.1.1 (carboxylesterase) inhibitor
2-naphthol
2-naphthol: RN given refers to parent cpd. 2-naphthol : A naphthol carrying a hydroxy group at position 2.. naphthols : Any hydroxynaphthalene derivative that has a single hydroxy substituent.		3.2960naphtholantinematodal drug;
genotoxin;
human urinary metabolite;
human xenobiotic metabolite;
mouse metabolite;
radical scavenger
(s)-binol
(1,1'-binaphthalene)-2,2'-diol: structure in first source		3.2960naphthols
2,2'-diamino-1,1'-dinaphthyl
2,2'-diamino-1,1'-dinaphthyl: structure in first source		2.0410
phosphoric acid, trisodium salt
[no description available]		2.0510sodium phosphate
diltiazem
Diltiazem: A benzothiazepine derivative with vasodilating action due to its antagonism of the actions of CALCIUM ion on membrane functions.. diltiazem : A 5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate in which both stereocentres have S configuration. A calcium-channel blocker and vasodilator, it is used as the hydrochloride in the management of angina pectoris and hypertension.		2.4205-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetateantihypertensive agent;
calcium channel blocker;
vasodilator agent
octyl glucoside
octyl-beta-D-glucoside: RN given refers to (beta)-isomer. octyl beta-D-glucopyranoside : An beta-D-glucoside in which the anomeric hydrogen of beta-D-glucopyranose is substituted by an octyl group.		1.9910beta-D-glucosideplant metabolite
glucose, (beta-d)-isomer
beta-D-glucose : D-Glucopyranose with beta configuration at the anomeric centre.. (1->4)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->4) linkages.. (1->3)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->3) linkages.		1.9910D-glucopyranoseepitope;
mouse metabolite
trimethylsilyl cyanide
[no description available]		2.0510
n-octyl-beta-d-maltopyranoside
octyl maltopyranoside: structure given in first source		1.9910
cholic acid
Cholic Acid: A major primary bile acid produced in the liver and usually conjugated with glycine or taurine. It facilitates fat absorption and cholesterol excretion.. cholic acid : A bile acid that is 5beta-cholan-24-oic acid bearing three alpha-hydroxy substituents at position 3, 7 and 12.		2.743012alpha-hydroxy steroid;
3alpha-hydroxy steroid;
7alpha-hydroxy steroid;
bile acid;
C24-steroid;
trihydroxy-5beta-cholanic acid		human metabolite;
mouse metabolite
deoxycholic acid
Deoxycholic Acid: A bile acid formed by bacterial action from cholate. It is usually conjugated with glycine or taurine. Deoxycholic acid acts as a detergent to solubilize fats for intestinal absorption, is reabsorbed itself, and is used as a choleretic and detergent.. deoxycholic acid : A bile acid that is 5beta-cholan-24-oic acid substituted by hydroxy groups at positions 3 and 12 respectively.		2.1310bile acid;
C24-steroid;
dihydroxy-5beta-cholanic acid		human blood serum metabolite
fructans
(2->6)-beta-D-fructan : A fructan compound consisting of repeating (2->6)-beta-linked fructofuranose units.		2.1110
1-butyl-3-methylimidazolium tetrafluoroborate
[no description available]		2.0310
1-ethyl-3-methylimidazolium tetrafluoroborate
1-ethyl-3-methylimidazolium tetrafluoroborate: an ionic liquid; structure in first source		2.0310
lead
Lead: A soft, grayish metal with poisonous salts; atomic number 82, atomic weight 207.2, symbol Pb.		2.1110carbon group element atom;
elemental lead;
metal atom		neurotoxin
barium
Barium: An element of the alkaline earth group of metals. It has an atomic symbol Ba, atomic number 56, and atomic weight 138. All of its acid-soluble salts are poisonous.		2.1110alkaline earth metal atom;
elemental barium
acebutolol
alpha-D-glucosyl-(1->4)-alpha-D-mannose : An alpha-D-glucosyl-(1->4)-D-mannopyranose in which the anomeric hydroxy group has alpha configuration.		2.420alpha-D-glucosyl-(1->4)-D-mannopyranose
delta-cyclodextrin
delta-cyclodextrin: structure in first source		2.0310
cardiovascular agents
Cardiovascular Agents: Agents that affect the rate or intensity of cardiac contraction, blood vessel diameter, or blood volume.		1.9910
warfarin
Warfarin: An anticoagulant that acts by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, pulmonary embolism, and atrial fibrillation with embolization. It is also used as an adjunct in the prophylaxis of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide.. warfarin : A racemate comprising equal amounts of (R)- and (S)-warfarin. Extensively used as both an anticoagulant drug and as a pesticide against rats and mice.. 4-hydroxy-3-(3-oxo-1-phenylbutyl)-1-benzopyran-2-one : A member of the class of coumarins that is 4-hydroxycoumarin which is substituted at position 3 by a 1-phenyl-3-oxo-1-butyl group.		1.9910benzenes;
hydroxycoumarin;
methyl ketone
guanosine monophosphate
Guanosine Monophosphate: A guanine nucleotide containing one phosphate group esterified to the sugar moiety and found widely in nature.. guanosine 5'-monophosphate : A purine ribonucleoside 5'-monophosphate having guanine as the nucleobase.		2.110guanosine 5'-phosphate;
purine ribonucleoside 5'-monophosphate		biomarker;
Escherichia coli metabolite;
metabolite;
mouse metabolite
guanosine
ribonucleoside : Any nucleoside where the sugar component is D-ribose.		2.0610guanosines;
purines D-ribonucleoside		fundamental metabolite
ConditionIndicatedRelationship StrengthStudiesTrials
Electrolytes
Substances that dissociate into two or more ions, to some extent, in water. Solutions of electrolytes thus conduct an electric current and can be decomposed by it (ELECTROLYSIS). (Grant & Hackh's Chemical Dictionary, 5th ed)		02.1110