Home Cart 0 Sign in  

[ CAS No. 768-90-1 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 768-90-1
Chemical Structure| 768-90-1
Structure of 768-90-1 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 768-90-1 ]

Related Doc. of [ 768-90-1 ]

Alternatived Products of [ 768-90-1 ]

Product Details of [ 768-90-1 ]

CAS No. :768-90-1 MDL No. :MFCD00074721
Formula : C10H15Br Boiling Point : -
Linear Structure Formula :- InChI Key :VQHPRVYDKRESCL-UHFFFAOYSA-N
M.W : 215.13 Pubchem ID :79106
Synonyms :

Calculated chemistry of [ 768-90-1 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 0.0
Num. H-bond donors : 0.0
Molar Refractivity : 51.75
TPSA : 0.0 Ų

Pharmacokinetics

GI absorption : Low
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.67 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.59
Log Po/w (XLOGP3) : 4.14
Log Po/w (WLOGP) : 3.35
Log Po/w (MLOGP) : 3.95
Log Po/w (SILICOS-IT) : 3.3
Consensus Log Po/w : 3.47

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.78
Solubility : 0.0355 mg/ml ; 0.000165 mol/l
Class : Soluble
Log S (Ali) : -3.85
Solubility : 0.0306 mg/ml ; 0.000142 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.81
Solubility : 0.337 mg/ml ; 0.00157 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 5.46

Safety of [ 768-90-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 768-90-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 768-90-1 ]
  • Downstream synthetic route of [ 768-90-1 ]

[ 768-90-1 ] Synthesis Path-Upstream   1~27

  • 1
  • [ 768-90-1 ]
  • [ 4942-47-6 ]
Reference: [1] Russian Journal of General Chemistry, 2017, vol. 87, # 12, p. 2762 - 2765[2] Zh. Obshch. Khim., 2017, vol. 87, # 12, p. 1942 - 1946,5
[3] Russian Journal of General Chemistry, 2017, vol. 87, # 12, p. 2762 - 2765[4] Zh. Obshch. Khim., 2017, vol. 87, # 12, p. 1942 - 1946,5
  • 2
  • [ 768-90-1 ]
  • [ 75-35-4 ]
  • [ 4942-47-6 ]
Reference: [1] Angewandte Chemie, 1965, vol. 77, p. 967
[2] Chemische Berichte, 1968, vol. 101, p. 564 - 573
  • 3
  • [ 768-90-1 ]
  • [ 702-79-4 ]
Reference: [1] Canadian Journal of Chemistry, 1987, vol. 65, p. 2428 - 2433
[2] Canadian Journal of Chemistry, 1987, vol. 65, p. 2428 - 2433
[3] Canadian Journal of Chemistry, 1987, vol. 65, p. 2428 - 2433
[4] Canadian Journal of Chemistry, 1987, vol. 65, p. 2428 - 2433
[5] Canadian Journal of Chemistry, 1987, vol. 65, p. 2428 - 2433
[6] Canadian Journal of Chemistry, 1987, vol. 65, p. 2428 - 2433
[7] Canadian Journal of Chemistry, 1987, vol. 65, p. 2428 - 2433
[8] Canadian Journal of Chemistry, 1987, vol. 65, p. 2428 - 2433
  • 4
  • [ 768-90-1 ]
  • [ 75-76-3 ]
  • [ 702-79-4 ]
  • [ 281-23-2 ]
  • [ 768-91-2 ]
Reference: [1] Journal of Organic Chemistry USSR (English Translation), 1981, vol. 17, # 7, p. 1203 - 1208[2] Zhurnal Organicheskoi Khimii, 1981, vol. 17, # 7, p. 1357 - 1363
[3] Journal of Organic Chemistry USSR (English Translation), 1981, vol. 17, # 7, p. 1203 - 1208[4] Zhurnal Organicheskoi Khimii, 1981, vol. 17, # 7, p. 1357 - 1363
  • 5
  • [ 768-90-1 ]
  • [ 75-76-3 ]
  • [ 702-79-4 ]
  • [ 1687-36-1 ]
  • [ 707-35-7 ]
  • [ 768-91-2 ]
Reference: [1] Journal of Organic Chemistry USSR (English Translation), 1983, p. 297 - 300[2] Zhurnal Organicheskoi Khimii, 1983, vol. 19, # 2, p. 339 - 343
[3] Journal of Organic Chemistry USSR (English Translation), 1983, p. 297 - 300[4] Zhurnal Organicheskoi Khimii, 1983, vol. 19, # 2, p. 339 - 343
  • 6
  • [ 768-90-1 ]
  • [ 75-76-3 ]
  • [ 702-79-4 ]
  • [ 281-23-2 ]
  • [ 707-35-7 ]
  • [ 768-91-2 ]
Reference: [1] Journal of Organic Chemistry USSR (English Translation), 1983, p. 297 - 300[2] Zhurnal Organicheskoi Khimii, 1983, vol. 19, # 2, p. 339 - 343
  • 7
  • [ 768-90-1 ]
  • [ 75-76-3 ]
  • [ 702-79-4 ]
  • [ 281-23-2 ]
  • [ 1687-36-1 ]
  • [ 707-35-7 ]
  • [ 768-91-2 ]
Reference: [1] Journal of Organic Chemistry USSR (English Translation), 1983, p. 297 - 300[2] Zhurnal Organicheskoi Khimii, 1983, vol. 19, # 2, p. 339 - 343
  • 8
  • [ 768-90-1 ]
  • [ 6529-51-7 ]
  • [ 19740-18-2 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 1998, vol. 71, # 6, p. 1401 - 1407
  • 9
  • [ 768-90-1 ]
  • [ 876-53-9 ]
Reference: [1] Journal of the American Chemical Society, 1991, vol. 113, # 6, p. 2177 - 2194
[2] Canadian Journal of Chemistry, 1987, vol. 65, p. 2428 - 2433
[3] Canadian Journal of Chemistry, 1987, vol. 65, p. 2428 - 2433
[4] Canadian Journal of Chemistry, 1987, vol. 65, p. 2428 - 2433
[5] Canadian Journal of Chemistry, 1987, vol. 65, p. 2428 - 2433
[6] Canadian Journal of Chemistry, 1987, vol. 65, p. 2428 - 2433
[7] Canadian Journal of Chemistry, 1987, vol. 65, p. 2428 - 2433
[8] Canadian Journal of Chemistry, 1987, vol. 65, p. 2428 - 2433
[9] Canadian Journal of Chemistry, 1987, vol. 65, p. 2428 - 2433
  • 10
  • [ 281-23-2 ]
  • [ 768-90-1 ]
  • [ 876-53-9 ]
YieldReaction ConditionsOperation in experiment
99% Sealed tube; Inert atmosphere General procedure: The reactions were carried out in glass ampoules (20 mL) or in a pressure microreactor of stainless steel (17 mL). The results of parallel experiments were identical. Into the microreactor (ampoule) in an argon atmosphere was charged 0.3 mmol of Fe(acac)3, 10 mmol of initial adamantane, 10 mmol of CBr4, and 150 mmol of CH2Br2. The reactor was hermetically closed (the ampoule was sealed) and heated while stirring. On the completion of the reaction the reactor (ampoule) was cooled to room temperature, opened, the solvent was distilled off, the residue was crystallized from hexane or ethanol. Yields are given in respect to converted adamantane (adamantine derivatives) (GLC procedure, internal reference decene; correction factor for adamantane 1.09, for bromoadamantane 1.53). The structure of compounds obtained was proved by comparison with known samples and published data.
Reference: [1] Russian Journal of Organic Chemistry, 2015, vol. 51, # 2, p. 184 - 187[2] Zh. Org. Khim., 2015, vol. 51, # 2, p. 196 - 199
[3] Tetrahedron Letters, 1986, vol. 27, # 12, p. 1399 - 1402
[4] Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, p. 2041[5] Zhurnal Organicheskoi Khimii, 1984, vol. 20, # 10, p. 2239 - 2240
  • 11
  • [ 281-23-2 ]
  • [ 768-90-1 ]
  • [ 7314-85-4 ]
  • [ 876-53-9 ]
YieldReaction ConditionsOperation in experiment
35 %Spectr. With tert-butyl hypobromite; carbon tetrabromide In dichloromethane at 40℃; for 90 h; Darkness tert-Butyl hypobromite 50 (0.33 mL, freshly prepared and used immediately, 0.05 mmol, 0.1 eq.), adamantane 18 (68 mg, 0.5 mmol), carbon tetrabromide (166 mg, 0.5 mmol, 1 eq.) and dichloromethane (3.13 mL) were added to an oven-dried pressure tube and the reaction mixture was stirred at 40 °C for 90 h in the dark. The reaction mixture was cooled to RT and quenched with aqueous hydrochloric acid (1 M, 5 mL) and extracted with dichloromethane (4 x 10 mL). The organic phases were combined, dried over Na2SO4, filtered and concentrated in vacuo. The yield of adamantane 18 (29percent), 1-bromoadamantane 31 (35percent), 2-bromoadamantane 51 (14percent) and 1,3-bromoadamantane 52 (11percent) were determined by adding 1,3,5-trimethoxybenzene to the crude mixture as an internal standard for 1H-NMR.
Reference: [1] Molecules, 2018, vol. 23, # 5,
  • 12
  • [ 935-56-8 ]
  • [ 768-90-1 ]
  • [ 7314-85-4 ]
  • [ 281-23-2 ]
  • [ 876-53-9 ]
Reference: [1] Journal of the Chemical Society, Chemical Communications, 1987, # 13, p. 1013 - 1014
[2] Journal of the Chemical Society, Chemical Communications, 1987, # 13, p. 1013 - 1014
  • 13
  • [ 34913-44-5 ]
  • [ 768-90-1 ]
  • [ 876-53-9 ]
Reference: [1] Journal of Organic Chemistry, 1980, vol. 45, # 26, p. 5239 - 5243
  • 14
  • [ 62133-11-3 ]
  • [ 768-90-1 ]
  • [ 876-53-9 ]
  • [ 2810-69-7 ]
Reference: [1] Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, p. 692 - 696[2] Zhurnal Organicheskoi Khimii, 1986, vol. 22, # 4, p. 776 - 780
  • 15
  • [ 768-95-6 ]
  • [ 768-90-1 ]
  • [ 876-53-9 ]
Reference: [1] J. Gen. Chem. USSR (Engl. Transl.), 1991, vol. 61, # 10, p. 2190 - 2191[2] Zhurnal Obshchei Khimii, 1991, vol. 61, # 10, p. 2360 - 2361
  • 16
  • [ 281-23-2 ]
  • [ 768-90-1 ]
  • [ 768-95-6 ]
  • [ 33388-08-8 ]
  • [ 5001-18-3 ]
Reference: [1] Russian Journal of Organic Chemistry, 2007, vol. 43, # 4, p. 623 - 624
  • 17
  • [ 768-90-1 ]
  • [ 40430-66-8 ]
Reference: [1] Journal of the American Chemical Society, 1997, vol. 119, # 7, p. 1676 - 1681
[2] Tetrahedron Letters, 1986, vol. 27, # 9, p. 1055 - 1058
[3] Chemische Berichte, 1962, vol. 95, p. 1039 - 1042
[4] Journal of Medicinal Chemistry, 2012, vol. 55, # 16, p. 7290 - 7294,5
[5] Patent: WO2013/82150, 2013, A1,
  • 18
  • [ 768-90-1 ]
  • [ 40430-66-8 ]
Reference: [1] Patent: US4849565, 1989, A,
  • 19
  • [ 768-90-1 ]
  • [ 95531-30-9 ]
  • [ 53398-55-3 ]
  • [ 19740-18-2 ]
Reference: [1] Journal of Organic Chemistry, 2001, vol. 66, # 6, p. 2034 - 2043
  • 20
  • [ 768-90-1 ]
  • [ 201230-82-2 ]
  • [ 39269-10-8 ]
Reference: [1] Mendeleev Communications, 2011, vol. 21, # 5, p. 259 - 261
  • 21
  • [ 768-90-1 ]
  • [ 39269-10-8 ]
Reference: [1] Journal of Organic Chemistry, 1998, vol. 63, # 2, p. 222 - 223
  • 22
  • [ 768-90-1 ]
  • [ 74-89-5 ]
  • [ 3717-38-2 ]
Reference: [1] Journal of medicinal chemistry, 1971, vol. 14, # 6, p. 535 - 543
  • 23
  • [ 123-39-7 ]
  • [ 768-90-1 ]
  • [ 3717-38-2 ]
Reference: [1] Pharmaceutical Chemistry Journal, 1988, vol. 22, # 2, p. 157 - 159[2] Khimiko-Farmatsevticheskii Zhurnal, 1988, vol. 22, # 2, p. 215 - 216
  • 24
  • [ 768-90-1 ]
  • [ 42711-75-1 ]
Reference: [1] Patent: US9051256, 2015, B1,
  • 25
  • [ 768-90-1 ]
  • [ 103-84-4 ]
  • [ 1459-50-3 ]
Reference: [1] Chemistry of Heterocyclic Compounds, 2008, vol. 44, # 8, p. 941 - 949
[2] Chemische Berichte, 1964, vol. 97, p. 3488 - 3492
  • 26
  • [ 768-90-1 ]
  • [ 17768-36-4 ]
Reference: [1] Chemische Berichte, 1968, vol. 101, p. 564 - 573
[2] Chemische Berichte, 1968, vol. 101, p. 564 - 573
  • 27
  • [ 768-90-1 ]
  • [ 157282-19-4 ]
Reference: [1] Patent: US6307087, 2001, B1,
[2] Patent: US2004/171833, 2004, A1,
[3] Angewandte Chemie - International Edition, 2012, vol. 51, # 19, p. 4710 - 4713
Same Skeleton Products
Historical Records

Pharmaceutical Intermediates of
[ 768-90-1 ]

Saxagliptin Intermediates

Chemical Structure| 361440-67-7

[ 361440-67-7 ]

(1S,3S,5S)-tert-Butyl 3-carbamoyl-2-azabicyclo[3.1.0]hexane-2-carboxylate

Chemical Structure| 711-01-3

[ 711-01-3 ]

Methyl adamantane-1-carboxylate

Chemical Structure| 56613-80-0

[ 56613-80-0 ]

D-Phenylglycinol

Chemical Structure| 361442-00-4

[ 361442-00-4 ]

(2S)-2-((tert-Butoxycarbonyl)amino)-2-(3-hydroxyadamantan-1-yl)acetic acid

Chemical Structure| 7149-65-7

[ 7149-65-7 ]

Ethyl (S)-5-oxopyrrolidine-2-carboxylate

Related Functional Groups of
[ 768-90-1 ]

Aliphatic Cyclic Hydrocarbons

Chemical Structure| 53398-55-3

[ 53398-55-3 ]

1-Bromo-3,5,7-trimethyladamantane

Similarity: 0.94

Chemical Structure| 941-37-7

[ 941-37-7 ]

1-Bromo-3,5-dimethyladamantane

Similarity: 0.94

Chemical Structure| 876-53-9

[ 876-53-9 ]

1,3-Dibromoadamantane

Similarity: 0.94

Chemical Structure| 707-34-6

[ 707-34-6 ]

1,3,5-Tribromoadamantane

Similarity: 0.94

Chemical Structure| 1647-26-3

[ 1647-26-3 ]

1-Bromo-2-cyclohexylethane

Similarity: 0.81

Bromides

Chemical Structure| 53398-55-3

[ 53398-55-3 ]

1-Bromo-3,5,7-trimethyladamantane

Similarity: 0.94

Chemical Structure| 941-37-7

[ 941-37-7 ]

1-Bromo-3,5-dimethyladamantane

Similarity: 0.94

Chemical Structure| 876-53-9

[ 876-53-9 ]

1,3-Dibromoadamantane

Similarity: 0.94

Chemical Structure| 707-34-6

[ 707-34-6 ]

1,3,5-Tribromoadamantane

Similarity: 0.94

Chemical Structure| 73908-04-0

[ 73908-04-0 ]

3-Bromo-3-ethylpentane

Similarity: 0.88