CAS 109-65-9

1-Bromobutanen-Butyl bromide

Codes: Tetracaine-009, (VI)91311-1-a, (VI)91311-2-a

Application context (from source-drug indications)

AnaesthesiaOxymetazoline Hydrochloride/Tetracaine HydrochloridePeriapical periodontitisOxymetazoline Hydrochloride/Tetracaine HydrochlorideDental cariesOxymetazoline Hydrochloride/Tetracaine HydrochloridePainBupivacaine Hydrochloride/Fentanyl CitrateAnaesthesiaTetracaine HydrochlorideRetinitis pigmentosaTetracaine HydrochloridePainTetracaine HydrochlorideSubacromial impingement syndromeBupivacainePostoperative painBupivacaineStomatitisBupivacaineHead and neck cancerBupivacaineHypotensionBupivacaineMitral regurgitationBupivacaine

Source drugs (routes using this intermediate)

Drug	Tier	Expiry
Oxymetazoline Hydrochloride/Tetracaine Hydrochloride	Tier C — Watch / trade	-
Bupivacaine Hydrochloride/Fentanyl Citrate	Tier C — Watch / trade	-
Tetracaine Hydrochloride	Tier C — Watch / trade	-
Bupivacaine	Tier C — Watch / trade	-

Position in synthesis routes (up/downstream chain)

Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.

Oxymetazoline Hydrochloride/Tetracaine HydrochlorideOptimised routesteps: 6total yield: /

4-Nitrobenzoic acid→4-Nitrobenzoyl chloride→N,N-Dimethylaminoethanol→2-(Dimethylamino)ethyl 4-nitrobenzoate hydrogen chloride→2-(Dimethylamino)ethyl 4-nitrobenzoate→2-(Dimethylamino)ethyl 4-aminobenzoate hydrogen chloride→4-Aminobenzoic acid 2-(dimethylamino)ethyl ester→Butanal→1-Bromobutane→4-(Butylamino)benzoic acid 2-(dimethylamino)ethyl ester

Oxymetazoline Hydrochloride/Tetracaine HydrochlorideOptimised routesteps: 10total yield: /

4-Aminobenzoic acid sodium salt→4-(Butylamino)benzoic acid→p-Chlorobenzoic acid→4-Bromobenzoic acid→4-Iodobenzoic acid→Butylamine→4-(Butylamino)benzoic acid ethyl ester→2-(Dimethylamino)ethanol hydrochloride→2-Chloroethanol→4-(Butylamino)benzoic acid 2-chloroethyl ester→N-Methylmethanamine→n-Butyl bromide→N,N-Dimethylaminoethanol→4-Aminobenzoic acid 2-(dimethylamino)ethyl ester→4-(Butylamino)benzoic acid 2-(dimethylamino)ethyl ester

Oxymetazoline Hydrochloride/Tetracaine HydrochlorideOptimised routesteps: 5total yield: /

4-Bromobenzoyl chloride→2-(Dimethylamino)ethyl 4-bromobenzoate→Ethyl 4-aminobenzoate→n-Butyl bromide→N,N-Dimethylaminoethanol→Monobutylamine→4-(Butylamino)benzoic acid 2-(dimethylamino)ethyl ester→4-(Butylamino)benzoic acid ethyl ester→4-Aminobenzoic acid

Bupivacaine Hydrochloride/Fentanyl CitrateOptimised routesteps: 3total yield: /

(+/-)-Piperidine-2-carboxylic acid→1-[(Benzyloxy)carbonyl]piperidine-2-carboxylic acid→2-Amino-1,3-dimethylbenzene→Phenyl 2-[(2,6-dimethylphenyl)carbamoyl]piperidine-1-carboxylate→(RS)-N-(2,6-Dimethylphenyl)piperidine-2-carboxamide→1-Bromobutane

Bupivacaine Hydrochloride/Fentanyl CitrateOptimised routesteps: 4total yield: /

(+/-)-Piperidine-2-carboxylic acid→DL-Pipecolic acid hydrochloride→Piperidine-2-carbonyl chloride hydrogen chloride→2-Amino-1,3-dimethylbenzene→(RS)-N-(2,6-Dimethylphenyl)piperidine-2-carboxamide→1-Bromobutane

Tetracaine HydrochlorideOptimised routesteps: 6total yield: /

Tetracaine HydrochlorideOptimised routesteps: 10total yield: /

Tetracaine HydrochlorideOptimised routesteps: 5total yield: /

BupivacaineOptimised routesteps: 3total yield: /

BupivacaineOptimised routesteps: 4total yield: /

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